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Find Your Perfect Yacht

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Caribbean yacht charters - one resource for every luxury charter yacht

The proven resource for crewed yacht charter in the caribbean.

From the moment you contact us, you will be helped by an experienced and knowledgeable specialist who will take the time to understand your unique needs and preferences for your caribbean vacation. They will be your dedicated specialist and our exceptional personal service will answer every question.

The largest choice of crewed Caribbean yachts?

Absolutely, with our relationships built over decades we truly do have access to EVERY crewed private charter yacht based in, or visiting, every part of the Caribbean.

Whatever the type of yacht for your Caribbean charter, your vacation budget, or the size of your party, our specialists will guide you in choosing the ideal yacht for your Caribbean charter. It's your vacation to explore the islands the very best way possible - on a Caribbean charter yacht.

Browse different types of Charter Yachts in the Caribbean

yacht vacations caribbean

Motor Yachts

This category of Caribbean yachts include mega yachts, super yachts, and all sizes of power yachts. With the maximum space for guests, both inside and out, these types of yachts offer excellent vacations. You can choose from a fast, agile yacht, one that is high-end and luxurious, a yacht with a classic design, or one that is contemporary. This is one of the many choices you’ll have when you plan your vacation. See some yachts:-

yacht vacations caribbean

Crewed Catamarans are very popular in the Caribbean , especially in the BVIs. Catamarans offer ample deck space that allows everyone to relax together during their charter, sharing the same views throughout the voyage. Caribbean catamarans can typically accommodate between 6 and 12 guests. See some yachts:-

yacht vacations caribbean

Sailing Yachts

If you are looking for a winter getaway, there is no better place to charter a sailing yacht than the Caribbean! Feel the warm, tropical breeze on your face. Experience the exhilaration as the wind fills the sails and the yacht is suddenly moved along by just the wind. Savor the magnificent beauty of the Caribbean as you sail silently from one island to the next. Although typically offering smaller spaces for guests, sailboats deliver a truly unique caribbean charter vacations . See some yachts:-

Sample Charter Yachts in the Caribbean

yacht vacations caribbean

ODYSSEA. The 59' sailing catamaran Odyssea is ready to take you and your guests on your next adventure. Throughout she offers relaxing areas to lounge and enjoy the voyage, while enjoying the company of others or absorbing the serenity of the sea. Her spacious cockpit area offers large dining table, sun pad across the back, and wet bar. See ODYSSEA:-

yacht vacations caribbean

SOUTH. Get ready for adventure when you step on board the 180' mega yacht South. You and your guests will find plenty to do, as she offers plentiful spaces for lying out to enjoy the sun, enjoying a movie or game in the sky lounge, working out in the Techno gym with an amazing view, or enjoying the on deck Jacuzzi and watersports. See SOUTH:-

yacht vacations caribbean

IMPULSE. The beautifully maintained motor yacht Impulse offers 87 feet of opulence at sea. She features three well-appointed cabins, a main salon, a bow with sunpads, flybridge with Jacuzzi, and a full complement of watersports including water skis, wakeboard, standup paddleboards, fishing gear, and the list goes on. See IMPULSE:-

yacht vacations caribbean

LIQUID SKY. The 67' sailing catamaran Liquid Sky was launched in 2024 by Fountaine Pajot. With four cabins, she accommodates as many as eight guests, and offers a number of places for you to hang out and enjoy the journey, including on the bow soaking in the in deck Jacuzzi, up on the flybridge taking in the views, or on the aft deck with al fresco dining. See LIQUID SKY:-

yacht vacations caribbean

MARIAH PRINCESS III. The 77' Lagoon built sailing cat Mariah Princess III was built in 2020. She offers two queen cabins and two king cabins, all en-suite. The master cabin has a private deck, the flybridge offers an on deck Jacuzzi, and she has a generous complement of watersports, including onboard SCUBA. See MARIAH PRINCESS III:-

yacht vacations caribbean

TRUE STORY. The 67' sailing catamaran True Story is ready to give you and your guests a fun and exciting charter in the beautiful waters of the Caribbean. She offers a spacious main salon, large cockpit with al fresco dining and lounge, and flybridge with conversational area. You and your guests can also enjoy a long list of water toys throughout your journey. See TRUE STORY:-

Charter a yacht in the BVI's

The British Virgin Islands include Tortola, Jost Van Dyke, Virgin Gorda, and more. There’s no better way to experience the waters and beaches of the BVI's than on a private Caribbean charter with a full crew to pamper you. Of all the islands in the Caribbean, the Virgins are furthest north. This makes them very convenient due to the proximity to San Juan and due to their direct flights from the United States. Catamaran sailing vacations and crewed sailing charters are very popular in the islands, and their protected waters make them a favorite spot for guests that are taking their first private Caribbean yacht charter. To learn more about them:

Charter a yacht in the USVI

The U.S. Virgin Islands consist mainly of the three large islands of St. Thomas, St. Croix, and St. John. With lovely bays, long beaches, lush nature preserves, fabulous diving spots, and excellent, onshore evening entertainment, many choose to vacation in the USVI’s. Caribbean charters often visit both the BVI’s and USVI’s during the same week, as they are close to one another and the waters are generally calmer than in other parts of the Caribbean. They in general are also home to the largest fleet of crewed, all-inclusive, luxury catamarans. To find out more about them:

Charter a Caribbean yacht

The Leewards are situated in the middle of the Caribbean Island chain. The major airports are located on St. Maarten and Antigua. Due to the English, Dutch, and French influences everywhere you look, they exhibit the best example of cultural sophistication anywhere within the Caribbean. If you are looking to see where the rich and famous go on vacation, you will want to visit the island of St. Barts; for many this is a must stop for a Caribbean yacht charter. Many mega yachts are available for rental in St. Maarten, as it has become a popular mega yacht Caribbean base for the winter. To learn more about the Leewards:

Grenadines

The Grenadines are also called The Windward Islands. Oftentimes our guests will choose a sailing charter over a motor yacht when in the Grenadines, due to the more constant tropical breezes that occur. The islands are much less developed than the rest of the Caribbean, and the inhabitants live on their own time schedule, which enhances the feeling of getting away. The northern most island accessible by air is ST. Vincent, while the southern tip’s major airport is on Grenada. There are fewer Caribbean charter yachts based here; however, occasionally some charter yachts are happy to relocate in order to offer a vacation that happens a little off the beaten path. To find out more about the Grenadines:

What Type of Charter Yacht?

There are all types of Caribbean yacht charters available, including mega yachts, power yachts, catamarans, and sailboats. We have helped countless clients choose the right charter yacht, learning what features and amenities make a difference on caribbean charter yachts. Learn more about different types of Caribbean yachts.

Where Can You Go?

Typically you’ll choose between the Virgins, Leewards, and the Grenadines to charter your yacht. Beyond the region, it is your Caribbean to explore. It’s important for you to remember that there is no cruise ship itinerary to worry about! Your itinerary will be custom designed specifically for you, with you, and is flexible to changes during your charter. We have put together some samples for you to get an idea of what you might like to do while on vacation in the Caribbean. Interested in seeing a sample cruise itinerary ?

yacht vacations caribbean

Find Your Perfect Yacht for a Caribbean yacht charter

To see the Caribbean yachts we have in our online database, please select a yacht type and your budget below. Please keep in mind that we do not have every available yacht online. There are many more yachts available for you to choose from when you contact one of our specialists.

For your personalized selection including yachts not online:- Email us now

yacht vacations caribbean

Caribbean Charters - When To Go.

One of the lovely things about the Caribbean is that the temperatures remain consistent throughout the year; however, there are some other weather considerations that you will want to factor in when making your caribbean yachting vacation plans. Read More....

Vacations here are most popular between November and July.

If you are thinking of a megayacht, you will want to keep in mind that many of these private yachts which are Caribbean based in winter leave in the late spring and early summer months. They will return again in early winter; however, this does limit their availability. To charter a mega yacht, you will want to make sure that you do so well in advance.

Motor, sail, or catamaran yachts, on the other hand, often have selections available year round. Holidays like Christmas, New Year’s, and Easter do need to be planned for as early as possible as these are very popular charter times.

The availability for Caribbean charters can also be affected by the weather in other climates, for instance, when the severity of the weather is bad in the United States or Europe, especially between January and February, the charters are often booked. This is due to many clients looking for a break from the cold.

What Do Our Clients Say About The Caribbean?

Are you excited yet? You should be! Our clients have enjoyed fantastic Caribbean vacations. There is an endless number of places to visit in the Caribbean, from smaller islands to absolutely must be seen locations like St. Barts. Read some of our Caribbean charter reviews from clients who booked a Caribbean charter with us.

Ready to learn more about Caribbean charters?

We are specialists who will make your trip a reflection of our expertise! We know clients need to be confident in their charter vacation plans, so we encourage our clients to benefit from the knowledge base we’ve been building for years. You’ll speak to an authority on Caribbean charters without any obligation on your end.

Test our expertise with your questions!

Contact a specialist - available 7 days a week.

yacht vacations caribbean

Yacht Name Search

Do you have a particular yacht in mind? We likely have it online and if not, email or call us for details. Search for it online by name here:

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797  Crewed Luxury Yachts for Charter in the Caribbean

  • Caribbean Yacht Charter

A Caribbean yachting vacation incorporates vast expanses of crystalline waters and endless clusters of idyllic paradisical islands, making for a picture-perfect family getaway. With its beautiful climate and spectacular coastlines that comprise iconic superyacht hotspots like the  Virgin Islands ,  St Barts  and  Antigua , a yacht rental in the Caribbean has an alluringly evergreen appeal.

Caribbean Yacht Booking Guide:

Caribbean Yacht Charters: At a Glance

Are the bahamas and the caribbean the same thing, popular destinations for yacht rentals in the caribbean, popular sub-regions in the caribbean, highlights of a caribbean yacht charter, who goes on a caribbean yacht charter, history and culture, types of yacht charters in the caribbean, how much does it cost to charter a yacht in the caribbean, when is the best time for caribbean yacht charters, where should i begin my caribbean yacht charter, popular marinas and moorings in the caribbean, how to book your yacht charter in the caribbean.

The Caribbean Sea comprises more than 7,000 islands, islets, reefs and cays, and is divided into three island arcs: that of the Greater Antilles in the north, the Lesser Antilles in the south, and the Leeward Antilles to the east.

Tropical islands of the Caribbean

  • Ideal winter destination Boasting all-year-round pleasant weather, its powdery sand beaches and alluringly clear waters make it an especially popular choice for winter yacht charters.
  • Easy-to-reach The Caribbean is well-connected to the US, with a high number of international airports flying directly into the region.
  • Secluded anchorages With more than 7,000 islands and only a small percentage being inhabited, the world is your oyster when it comes to finding serenely beautiful anchorages.
  • Snorkeling and diving paradise The Caribbean is home to some of the world's most impressive snorkeling and diving sites, meaning plenty of exciting underwater adventures where your eyes will be wide with wonder.
  • Excellent superyacht marinas The Caribbean has numerous well-provisioned superyacht marinas to take your pick from, many of which have fantastic dining and shopping opportunities.

7 of the best beaches in the Virgin Islands

While the Bahamas is technically part of the Caribbean region, it is an island nation in its own right, forming part of the Lucayan Archipelago in the Atlantic. That said, the Caribbean is a vast area occupied by thousands of islands, coral reefs and islets, of which the Bahamas forms a part, along with strong political and cultural ties that have created a natural bond with its Caribbean neighbour. 

Practically speaking, however, if you are interested in cruising  the Bahamas  in conjunction with your Caribbean yacht charter, it is highly unlikely you'll be able to manage the distance during a typical 7-day charter, especially for itineraries that incorporate East Caribbean destinations such as Antigua and Saint Martin. You will need to decide which destination you prefer to spend your time in, or extend your charter vacation to incorporate both. 

To find out more about chartering in the region, check out our in-depth Bahamas destination guide for more information.

Tropical beach in the Pitons, St Lucia in the Caribbean

The most popular destinations for renting a yacht in the Caribbean are those located in the Lesser Antilles region, primarily the island groups of the Leeward Islands.  and the  Windward Islands .

For Leeward Island yacht rentals , Antigua, the Virgin Islands, St Martin, St Barts and St Kitts and Nevis garner the most attention, thanks to not only their splendid tropical landscapes but also their extremely well-provisioned superyacht marinas, fine dining options, impossibly hip bars and medley of designer boutiques bound to keep guests entertained from dawn till dusk.

Scattered like pearls along the aquamarine seas, you'll find sun-drenched Martinique, gorgeous Grenada and the ultra-secluded St Vincent and the Grenadines  are the top picks for slow-paced  Windward Island yacht charters .

Although not as popular, the islands that form the Greater Antilles , such as Jamaica, Cuba and Puerto Rico , are just as beautiful and offer an array of spectacular destinations to explore and discover on a luxury yacht charter.

10 top spas to enjoy on a Caribbean yacht charter

Looking for the best superyacht hotspots in the Caribbean? These are the spellbinding locations guests find most enticing. If you are interested in any of these cruising grounds, we strongly advise booking as far in advance as possible.

  • Antigua: the jet-set adore its unbelievable scenery, intriguing historical landmarks, lavish shopping options and a cluster of ivory-white sands coupled with gin-clear waters.
  • St Martin/Sint Maarten : French and Dutch sides of the island combine to bring a fascinating fusion of influences, replete with outstanding diving spots and awe-inspiring topography. 
  • St Lucia : considered the tropical jewel of the Windward Islands, it's virtually unspoiled. Bordered by lush rainforest and dark volcanic sands, it makes for a truly unique anchorage spot. 
  • Grenada : known as the Isle of Spice thanks to being one of the world's largest exporters of mace and nutmeg, its capital St George is regularly called the Caribbean's most picture-perfect town. 
  • St Barts : Well-known for its moniker "St Moritz of the Caribbean" due to its unique Swedish-French colonial heritage, this iconic tiny island is synonymous with glamour, movie stars and designer shopping. 
  • St Croix, US Virgin Islands : The largest of the USVIs boasts a National Park, breath-taking scenic beauty and some of the best dive spots in the Caribbean.
  • Puerto Rico : Affectionately known locally as the ‘island of enchantment’, Puerto Rico is a profusion of vibrant Latin culture entwined with the laid back rhythm of the Caribbean, with pristine beaches, excellent diving spots and exquisite local dishes.

How to spend 24 hours in St Barts on a Caribbean yacht charter

A yacht rental vacation in the Caribbean delights guests with its truly endless number of things to see and do. Here are our top picks:

Don't Miss:

  • Eden Rock St. Barts : one of the most in-demand hotels in the Caribbean, with a seven-star bar and spa.
  • Hermitage Bay, Antigua : kick back and relax on this tropical beach that delivers on sensational views.
  • Bagatelle, St. Barts : overlooking the glittering Gustavia harbor, this sophisticated bar and restaurant is a hugely popular superyacht spot, showcasing the finest of French-Caribbean cuisine.
  • Basil's Bar, Mustique : legendary bar and restaurant designed by Philippe Starck, frequented by royals, supermodels and rockstars for decades.
  • The Cotton House, Mustique : a wellness center unsurpassed in beauty.
  • Watermelon Cay, St John, US Virgin Island s: dreamy islet surrounded by coral reefs and a veritable snorkeling wonderland
  • Rhone Marine Park, British Virgin Islands : the wreck of the RMS Rhone is the BVIs' most popular dive site, and arguably one of the best in the Caribbean.
  • Trunk Bay, St John, US Virgin Islands : all dazzling white sand lapped by the bluer-than-blue ocean, this island paradise ranks consistently among the world’s top 10 beaches.
  • Jardines del Rey archipelago, Cuba : known locally as the ‘King’s Gardens’, this collection of islands is a registered UNESCO Biosphere Reserve and an island-hopper's paradise, offering myriad secluded beaches and sensational sunsets.

A family stroll down a wooden pontoon over a turquoise sea with a sailing yacht in the distance

For anyone looking to get a dose of serious sunshine during the Northern Hemisphere winter, a yacht charter in the Caribbean is a seriously enticing prospect, with St Barts being the clear favorite for Christmas and New Year's Eve, thanks to the showstopping celebrations that take place in Gustavia Harbour.

For avid island hoppers, the Windward islands offer an enchanting itinerary full of sun-kissed isles and laid back charm juxtaposed with chic resorts and heavenly French-based cuisine, not to mention unrivalled vistas and sultry sunsets accompanied by warm rum-laced winds. 

Across all Caribbean destinations, keen divers and snorkelers will be in for a subaquatic treat, and you'll find a wide range of designer boutiques and ultra-high-end resorts peppered across the isles wherever you go.

A dancer wearing a lavish costume of peacock feathers

The Caribbean is a mesmerizing melting pot of cultures and influences, rooted in its rich heritage and undeniably shaped by its history of colonization and waves of immigration. Each island group is highly diverse in terms of its language, music, customs, architecture and cuisine, but it's mainly English, Dutch, French or Spanish colonial influences that are keenly felt. While the mix of languages spoken will differ between island groups, English is widely spoken.

Caribbean cuisine sees influences from Africa, Europe, Latin America and Spain, Meat, seafood, coconut, potatoes, beans and tomatoes tend to feature heavily in local dishes.

Locals are friendly and regularly celebrate their culture, with music, food and wildly colorful festivals held throughout the year.

A luxury yacht rental vacation in the Caribbean is, without doubt, the most sublime way to experience this region, giving you exclusive access to heavenly anchorages that are otherwise impossible to reach or are far from the typical tourist trail.

Guests have boundless fleet options when it comes to a crewed Caribbean charter. If you don't know whether to go for a motor yacht, sailing yacht or catamaran to cruise Caribbean waters, we've laid out the main points worth considering.

Motor Yacht Charters in the Caribbean

Large Super Yachts moored in a marina in the Caribbean

A  luxury motor yacht charter  in the Caribbean is a seven-star way of uncovering the epic beauty of the Caribbean in total privacy. 

For regions with minimal water depth the ideal choice is a motor yacht with low draft, perfect for accessing shallow lagoons and secluded bays.

For those who have their heart set on a superyacht without a shallow draft, dropping anchor further out into deeper waters and then getting a tender ride ashore, so you can get up close and personal to exquisite island reefs and blue lagoons, is the preferred option.

Sailing Yacht Charters in the Caribbean

Yachts in Antigua, Caribbean

Chartering a sailing yacht in the Caribbean is ideal for guests looking for a slower pace to fully lap up the Caribbean rays with more outdoor deck space, and add a little old-school charm to their cruising adventure.

Even better, the majority of sailing charter yachts come equipped with a retractable keel, meaning reaching turquoise shallows is a breeze. But, if you are keen to charter a larger sailing yacht, keep in mind that some may still find their draft too deep for some areas, even with the keel up. 

Catamaran Charters in the Caribbean

Catamarans in the Caribbean

Luxury catamaran charters are a firm guest favourite for those embarking on Caribbean vacation, especially in the Bahamas and the Virgin Islands. Thanks to their shallow draft, catamarans give you the ability to get close to cays and islets guests can savor the thrilling feeling of being able to jump off-board at almost any point. 

The charter cost of a motor yacht, sailing yacht or luxury catamaran rental in the Caribbean will vary according to the vessel's size, age, type, number of crew, as well as the location and duration of the vacation as well as the season it takes place. 

With so many options available, there’s something to suit every type of budget. For convenience we have listed the average prices for motor yacht and sailing yacht charters in the Caribbean below;

  • For motor yacht rentals in the Caribbean, prices can range from $39,167 to $1.4m per week, plus expenses
  • For luxury sailing yacht rentals in the Caribbean, prices can go from $29,855 to $276,495 weekly, plus expenses

Caribbean beach at sunset

The best time for luxury yacht charters in the Caribbean is between November and March, when guests can expect clement weather and vividly blue cloudless skies.

Another aspect to keep in mind is that this is also the time when you will have the largest selection of yachts to choose from, as most charter yachts descend on the Caribbean around November after the Mediterranean season has ended and any yacht maintenance has been carried out, before returning back to the Mediterranean in March/April.

Port de Gustavia in St Barts, Caribbean

The most popular starting point for a Caribbean yacht rental is usually in either Saint Martin/Sint Maarten or  Antigua,  both of which have international airports.

It is certainly possible to begin your charter in other Caribbean destinations, providing this has been agreed with the Owner and charter broker .

Where to End a Caribbean Yacht Charter

For most private Caribbean yacht charters, there isn't one definitive place where to disembark given the vastness of the region. However, what is likely is that you will finish your yacht rental vacation in the same location that you started. For example, the majority of  British Virgin Island yacht charters will begin and end in St Thomas, while for Antigua yacht charters , it'll be the iconic English Harbour.

sample itineraries

Yachts moored in a marina in the Caribbean

The Caribbean offers some of the most spellbinding berthing spots in the world. These tropical, barefoot hotspots are of the finest calibre, surrounded by jaw-dropping scenery, and often feature award-winning restaurants, hip boutiques, beach bars and more.

But which marinas are the best? Below are some charter favorites:

  • Falmouth Harbour, Antigua: impressive marina facilities and scenery, catering to yachts up to 100m.
  • Marina Fort Louis, Saint Martin: offers 150 berths for yachts up to 79m.
  • Crown Bay in St Thomas (USVI): full-serviced marina with 99 slips, including 16 berths for superyachts up to 60m
  • Port Louis Marina, Grenada: idyllically located, with 227 moorings for yachts up to 91m.
  • Port de Gustavia, Saint Barts: widely regarded as one of the most beautiful natural harbours in the world, accommodating up to 152 yachts up to 152m.
  • Puerto Del Rey, Puerto Rico : conveniently located as a jumping off point for yacht charters incorporating the Virgin Islands and Lesser Antilles, this marina has plentiful wet slips, including capacity for yachts up to 200ft (60m) LOA.

Falmouth Harbour in the Caribbean

We strongly advise booking through a qualified  yacht charter broker at least three months in advance for all Caribbean yacht charters. By doing so, you will increase the likelihood of securing your preferred dates and you will have a greater selection of yachts on offer to choose from.

This also ensures your yacht broker has enough time to craft a carefully curated itinerary and secure an overnight berth in the most popular Caribbean marinas.

related articles

Start Planning - Speak with a Charter Expert

Our yacht charter experts will:

  • Discuss your vacation plans
  • Check availability & shortlist suitable yachts
  • Negotiate booking & prepare your itinerary

Need Advice?

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Explore the Caribbean

Bahamas Guide

Guide to Bahamas

Virgin Islands Guide

Guide to Virgin Islands

Leeward Islands Guide

Guide to Leeward Islands

Windward Islands Guide

Guide to Windward Islands

Greater Antilles Guide

Guide to Greater Antilles

Turks & Caicos Islands Guide

Guide to Turks & Caicos Islands

Barbados Guide

Guide to Barbados

Trinidad & Tobago Guide

Guide to Trinidad & Tobago

The caribbean yacht charter itineraries.

Make every moment count during your superyacht vacation with our carefully curated yacht charter itineraries, tailored so you can experience the very best of the paradisiacal islands of the Caribbean and ensure your yacht charter is a truly memorable one. Designed by yachting experts, we've cultivated itineraries that will satisfy a range of requirements.

For yacht charter guests seeking a little glitz and glamour on their vacation, a 7-day charter around the Leeward Islands is a must, comprising Caribbean gems such as Saint Barthelemy, renowned for its A-list celebrity culture and designer shopping, as well as the perennial favourite Antigua. For sheer unadulterated bliss, incorporate the Virgin Islands on a 14-day yacht charter, promising idyllic stretches of pristine sands lapped by waters in every shade of blue.

Discovering The Leeward Islands

Discover the Caribbean

Winter Getaways, Tropical Paradise Islands, Snorkeling & Scuba Diving, Crystal Clear Waters, Beautiful Secluded Anchorages, Well-Provisioned Superyacht Marinas

When to Go:

December - March

International Airports:

  • Princess Juliana Airport (St. Maarten)
  • V.C. Bird Airport (St. John's, Antigua)
  • Luis Muñoz Marín Airport (Carolina, Puerto Rico)
  • Grantley Adams Airport (Bridgetown, Barbados)
  • Lynden Pindling Airport (Nassau, The Bahamas)

Luxury Yachts for Charter in the Caribbean 2024 & 2025

Crewed charter yachts in the caribbean.

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Queen Miri Yacht Charter in Caribbean

92m   Neorion

from $1,094,000 p/week ♦︎

Whisper Yacht Charter in Caribbean

115m Lurssen

115m   2021

from $2,874,000 p/w eek ♦︎

Black Pearl Yacht Charter in Caribbean

Black Pearl 14

105m Oceanco

105m   2018

Christina O Yacht Charter in Caribbean

Christina O 34

99m Canadian Vickers

99m   1943/2020

from $774,000 p/w eek ♦︎

Carinthia VII Yacht Charter in Caribbean

Carinthia VII 12

97m Lurssen

97m   2002/2023

from $1,547,000 p/w eek ♦︎

Faith Yacht Charter in Caribbean

97m Feadship

97m   2017/2022

from $1,769,000 p/w eek ♦︎

CC-Summer Yacht Charter in Caribbean

CC-Summer 12

95m Lurssen

Whisper Yacht Charter in Caribbean

from $1,327,000 p/w eek ♦︎

Lady S Yacht Charter in Caribbean

93m Feadship

from $1,548,000 p/w eek ♦︎

Aquarius Yacht Charter in Caribbean

Aquarius 12

92m Feadship

from $1,500,000 p/w eek

Queen Miri Yacht Charter in Caribbean

Queen Miri 36

92m Neorion

92m   2004/2023

from $1,094,000 p/w eek ♦︎

Lady Lara Yacht Charter in Caribbean

Lady Lara 12

91m Lurssen

91m   2015/2023

from $1,400,000 p/w eek

Nero Yacht Charter in Caribbean

90m Corsair Yachts

90m   2007/2021

from $497,000 p/w eek

Dar Yacht Charter in Caribbean

90m Oceanco

90m   2018/2024

from $1,334,000 p/w eek ♦︎

Barbara Yacht Charter in Caribbean

89m Oceanco

from $1,100,000 p/w eek

Samsara Yacht Charter in Caribbean

89m   2015/2023

Maltese Falcon Yacht Charter in Caribbean

Maltese Falcon 12

88m Perini Navi

88m   2006/2023

from $490,000 p/w eek

Chakra Yacht Charter in Caribbean

86m Scheepswerf Gebr. van der Werf

86m   1998/2024

from $531,000 p/w eek ♦︎

Man of Steel Yacht Charter in Caribbean

Man of Steel 12

86m Oceanco

86m   2010/2023

from $1,000,000 p/w eek

HBC Yacht Charter in Caribbean

86m Abeking & Rasmussen

86m   2009/2024

from $953,000 p/w eek ♦︎

O'Ptasia Yacht Charter in Caribbean

O'Ptasia 12

85m Golden Yachts

85m   2018/2024

from $1,001,000 p/w eek ♦︎

Victorious Yacht Charter in Caribbean

Victorious 12

85m Ak Yachts

from $890,000 p/w eek ♦︎

Le Ponant Yacht Charter in Caribbean

Le Ponant 32

84m   1990/2022

from $506,000 p/w eek ♦︎

Savannah Yacht Charter in Caribbean

Savannah 12

84m Feadship

84m   2015/2020

from $1,111,000 p/w eek ♦︎

Elements Yacht Charter in Caribbean

Elements 12

80m Yachtley

from $884,000 p/w eek ♦︎

Excellence Yacht Charter in Caribbean

Excellence 12

80m Abeking & Rasmussen

from $1,150,000 p/w eek

Amaryllis Yacht Charter in Caribbean

Amaryllis 12

78m Abeking & Rasmussen

78m   2011/2022

from $770,000 p/w eek

Malia Yacht Charter in Caribbean

78m Golden Yachts

78m   2023/2024

from $811,000 p/w eek ♦︎

Yersin Yacht Charter in Caribbean

from $480,000 p/w eek

Huntress Yacht Charter in Caribbean

Huntress 12

76m Lurssen

76m   2009/2022

from $725,000 p/w eek

Kensho Yacht Charter in Caribbean

75m Admiral Yachts

Arrow Yacht Charter in Caribbean

75m Feadship

from $900,000 p/w eek *

M'Brace Yacht Charter in Caribbean

75m Abeking & Rasmussen

from $880,000 p/w eek

Starburst IV Yacht Charter in Caribbean

Starburst IV 12

from $1,010,000 p/w eek ♦︎

Siren Yacht Charter in Caribbean

74m Nobiskrug

74m   2008/2013

from $561,000 p/w eek ♦︎

Laurel Yacht Charter in Caribbean

73m Delta Marine

73m   2006/2015

from $525,000 p/w eek

Nautilus Yacht Charter in Caribbean

Nautilus 12

73m Picchiotti

from $834,000 p/w eek ♦︎

Titania Yacht Charter in Caribbean

73m Lurssen

73m   2006/2020

from $615,000 p/w eek

Quantum of Solace Yacht Charter in Caribbean

Quantum of Solace 12

73m Turquoise Yachts

73m   2012/2022

from $574,000 p/w eek

Game Changer Yacht Charter in Caribbean

Game Changer 17

72m Damen Yachting

72m   2017/2020

from $450,000 p/w eek

Arbema Yacht Charter in Caribbean

72m   2010/2023

from $600,000 p/w eek

Axioma Yacht Charter in Caribbean

72m Dunya Yachts

72m   2013/2020

from $660,000 p/w eek

Talisman C Yacht Charter in Caribbean

Talisman C 12

71m Turquoise Yachts

71m   2011/2020

from $567,000 p/w eek

Joy Yacht Charter in Caribbean

70m Feadship

from $650,000 p/w eek

Sherakhan Yacht Charter in Caribbean

Sherakhan 26

70m Vuijk Scheepswerven

70m   2005/2022

from $594,000 p/w eek ♦︎

Vassa Yacht Charter in Caribbean

69m Feadship

69m   2012/2019

from $610,000 p/w eek ♦︎

Sycara V Yacht Charter in Caribbean

Sycara V 12

68m Nobiskrug

68m   2010/2024

Wayfinder Yacht Charter in Caribbean

Wayfinder 12

68m Astilleros Armon

from $375,000 p/w eek

Loon Yacht Charter in Caribbean

67m Icon Yachts

67m   2010/2020

from $540,000 p/w eek

Vertigo Yacht Charter in Caribbean

67m Alloy Yachts

67m   2011/2019

from $361,000 p/w eek ♦︎

Calex Yacht Charter in Caribbean

67m Benetti

from $680,000 p/w eek

Global Yacht Charter in Caribbean

67m Shadow Marine

67m   2007/2008

from $120,000 p/w eek

Okto Yacht Charter in Caribbean

66m   2014/2023

Alchemy Yacht Charter in Caribbean

66m Rossinavi

from $637,000 p/w eek *

Invictus Yacht Charter in Caribbean

Invictus 12

66m Delta Marine

66m   2013/2020

from $650,000 p/w eek *

Triumph Yacht Charter in Caribbean

65m Benetti

Ventum Maris Yacht Charter in Caribbean

Ventum Maris 12

66m   2011/2021

from $530,000 p/w eek

Eternity Yacht Charter in Caribbean

Eternity 17 7 12

65m Codecasa

65m   2010/2022

from $390,000 p/w eek

Illusion Yacht Charter in Caribbean

Illusion 12

65m   2013/2019

from $462,000 p/w eek

Resilience Yacht Charter in Caribbean

Resilience 12

Seanna Yacht Charter in Caribbean

Silver Angel 12

64m Benetti

64m   2009/2015

from $425,000 p/w eek

Moca Yacht Charter in Caribbean

64m   2016/2021

from $475,000 p/w eek

SuRi Yacht Charter in Caribbean

63m Halter Marine

63m   1978/2022

from $350,000 p/w eek

Lady Britt Yacht Charter in Caribbean

Lady Britt 12

63m Feadship

from $465,000 p/w eek *

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Our charter experts will:

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Top 'Things To Do' in the Caribbean

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Discover the perfect fusion of Caribbean charm and Mediterranean flavor at Shellona Beach Club

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Take a peek into private Bahamian paradise

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Caribbean Yacht Charter Q&A

The best time to visit the Caribbean is generally December to April, when it's a little cooler and less humid. But the best month to visit can differ depending on the island, budget and interests you have. For example, some yacht charter guests may decide to visit May to June and late November, when weather is still fantastic but there are fewer crowds.

We advise booking your Caribbean yacht rental at least three months in advance to ensure you get the yacht you desire. The longer you leave it, the fewer choices you will have to rent in the Caribbean.

For your Caribbean superyacht charter, you will need to provide a completed charter agreement and 50% of the charter fee as a deposit. This is payable once the contract has been signed.

When booking a Caribbean yacht rental, do keep in mind the costs that aren't included in the base rate, namely VAT and the APA (Advance Provisioning Allowance). The APA is usually paid in advance of the charter and is commonly set at 30% of the charter fee. This allowance covers expenses such as fuel, berthing, food and drinks, as well as any special requests. 

Please consult your yacht charter broker for any other costs you may need to factor in for your yacht charter in the Caribbean.

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Caribbean

Find Caribbean Crewed Yachts for the Vacation of a Lifetime

The Caribbean is one of the most popular destinations for yacht charters in the world, featuring crystal-blue waters, white-sand beaches, and more than 5,000 islands and cays to explore. With so many islands to choose from, your Caribbean yacht charter itinerary can be tailored to your preferences, giving you the perfect opportunity to island-hop and explore everything the tropical islands have to offer while comfortably kicking back inside luxurious accommodations on the water.

On your private yacht charter , you will be able to explore lively harbors, secluded beaches, tropical rainforests, world-class dive sites, and much more. The possibilities are endless!

Caribbean Yacht Charter Highlights

  • More than 5,000 islands and cays to explore
  • A great winter destination
  • Crystal-clear, sparkling blue waters
  • Long stretches of white-sand beaches
  • Luxury hotels, five-star restaurants, and spas
  • Islands with their own unique cultures and cuisines
  • A large selection of crewed yachts for charter

Showing 1–4 of 92 results

Chakra Profile

282.2ft / 84m

More info

239.6ft / 71m

Sherakhan Yacht

228.6ft / 68m

sycara V main

223.7ft / 67m

Caribbean Yachting Season

The Caribbean high season for yacht charters runs from mid-December to early May, with Christmas and New Year’s the most popular and busiest times of the year. But due to the islands’ locations near the equator, temperatures remain ideal throughout the year, making off-season charters just as enjoyable.

Keep in mind, however, that there is an increased chance for storms and hurricanes during the summer season, mainly from mid-August to mid-November. Most charter yachts leave the area during that time.

Caribbean Crewed Motor Yacht Charters

remember when main

Remember ...

162ft / 48m

More info

Sweet Escape

130ft / 39m

unbridled main

116ft / 34m

Caribbean Catamaran Charters

Yacht Bella Vita Front View

105ft / 31m

Catamaran Serenity Now main image

Serenity Now

Karma catamaran

Caribbean Crewed Sailing Yacht Charters

whisper main

Area Guide: Caribbean Charter Destinations

A girl snorkeling in the BVI

Are you ready to explore all that the Caribbean has to offer? There are three main island areas in the Caribbean, all fantastic destinations for Caribbean charter yacht vacations.

The Grenadines

The Grenadines are untouched by mass tourism and industry, and they are the perfect charter destination if you are looking for solitude and you enjoy exploring remote areas. A great combination of lush rain forests and sandy beaches awaits!

This is a great summer charter destination because the islands aren’t usually affected by hurricanes.

The Leeward Islands

Leeward Islands yacht rentals offer the perfect combination of luxury and solitude. You can visit the glitzy islands of St. Maarten and St. Barts one day and get lost in the remoteness and tranquility of Anguilla the next day.

These islands are rich in history and offer great restaurants, upscale resorts, and trendy harbors.

The Virgin Islands

The Virgin Islands are the perfect location for first-time charterers and families because of their calm waters, protected natural anchorages, and short distances between the islands.

The BVI are a great destination for a catamaran or sailing yacht charter. Caribbean locations here have constant yet mild trade winds year round, and the area offers fantastic diving and snorkeling.

Where Can I Charter a Yacht?

When you choose Worldwide Boat as your Caribbean yacht charter broker, we can help you charter a luxury boat anywhere in the Caribbean or anywhere else you’d like to go, from the Mediterranean to Alaska to the Galapagos Islands.

How Do I Book a Private Yacht?

The best Caribbean yacht charters can be booked in just a few easy steps:

  • Choose our experienced yacht charter specialists to assist you through the process of booking a yacht.
  • Search by destination or by boat, or use our advanced search tool to filter your options by the number of guests, yacht type, destination, and/or your budget.
  • Pick the option that best fits your needs and your dream vacation.
  • Reserve your yacht by signing a contract with the yacht owner.
  • Enjoy your vacation!

How Much Does it Cost to Charter a Yacht in the Caribbean?

Weekly rates for Caribbean boat charters are dependent on a number of factors, including the type of yacht, the season, and your destination. Motor yachts, for example, typically range from $15,000 (yachts up to 80 feet) to $150,000 or more (yachts over 150 feet) per week.

During the Caribbean high season (Christmas, New Year’s, and January/February), yacht charter Caribbean prices tend to increase slightly. Areas with large charter fleets, like St. Martin, tend to have more competitive pricing than areas with smaller fleets.

How Much Does it Cost to Charter a Catamaran in the Caribbean?

Most catamarans offer all-inclusive rates, which start at $10,000 for catamarans under 50 feet and run up to $50,000 or more for catamarans of 80 feet or more. The Caribbean is an ideal destination for a catamaran charter, and across the region, you’ll find a variety of sailing and power cats available for charter.

Ultimately, the cost of a catamaran charter is dependent on the time you visit, where you go, local taxes, and the number of ports you visit. A luxury yacht charter in the Caribbean’s high season (New Year’s or Christmas) will cost significantly more than a catamaran charter in summer.

Can I Rent a Yacht for a Day?

Rates for yacht rentals are usually weekly, but when you talk to a Caribbean yacht charter broker at Worldwide Boat, we can look at your budget, plans, and interests to help you get the best experience possible.

Caribbean Yachting Hotspots

Caribbean sailing charters give you access to white-sand beaches and laid-back island vibes, but they can also offer action-packed itineraries. From island-hopping and hiking to snorkeling and cliff-jumping, adventure awaits on a Caribbean yacht charter!

Some of the region’s must-see destinations include:

  • St. Martin : Known for its upscale eateries and amazing cuisine, as well as high-end spas, shopping and casinos, St. Martin is the yachting capital of the Caribbean. This island is part French and part Dutch, and it’s close to islands like St. Barts and Anguilla, making it a favorite jumping-off point for island-hopping adventures.
  • St. Barts : St. Barts (sometimes called St. Barths) beckons A-listers to its posh beach clubs, fashionable shops, and five-star eateries. Visitors will find a collection of truly spectacular powdery beaches, Michelin-starred restaurants, and excellent shoreside amenities, all within cruising distance of St. Martin.
  • Antigua : Antigua epitomizes the relaxation and bliss of the Caribbean. Known for its 365 beaches (one for every day of the year), the tiny island is a sailor’s dream, offering warm waters, steady winds, safe anchorages, and a lively regatta calendar.
  • Grenada : Grenada is revered for its beautiful beaches, abundant marine wildlife, and vibrant cuisine (spiced with local nutmeg, mace, and allspice). Spend a day relaxing on Grand Anse Beach, which is consistently ranked one of the best in the world. Island-hop to neighboring isles like Petite Martinique, or spend a day snorkeling one of Grenada’s famous reefs.
  • Anguilla : Anguilla is one of the most tranquil Leeward islands. Escape to Dream Bay or one of the numerous nearby coral cays for some supreme R&R. A diving and snorkeling mecca, Anguilla is home to some of the Caribbean’s best shipwreck dives. Plus, the island boasts a calendar of must-see festivals and events, including a jazz festival in November and Carnival in August.

Why Charter a Yacht in the Caribbean?

The best Caribbean yacht charters offer a bit of everything: Relaxation, sun-soaked beaches, delicious culinary treats, refreshing rum-infused cocktails, and calm waters for cruising. Here are some highlights:

The Inescapable Beauty of White-Sand Beaches

Caribbean beaches have almost a mythical quality to them. It’s no wonder explorers were once willing to board wooden ships and travel thousands of miles just to see them in person.

Every island offers a selection of untouched and charming beaches for you to explore. From one-of-a-kind places like “Pig Beach” in the Bahamas to the cosmopolitan Great Bay Beach in Philipsburg, St. Martin, the beaches across the Caribbean offer legendary sights and attractions.

Colorful Celebrations and Friendly Faces

The Caribbean is known for its parades, bars, nightclubs, and parties, not to mention world-famous cocktails. When you want to step off of your luxury yacht charter, Caribbean shores and islands offer a world of fun to immerse yourself in.

A few must-see events include the St. Barth’s Bucket (if you’re into superyacht racing), the annual Carnival celebration, and the St. Lucia Jazz & Arts Festival .

Amazing Wildlife and Adventure

If snorkeling in vibrant and colorful coral reefs, diving into underwater museums, or parasailing over clear waters are some of the items on your bucket list, you can certainly get it all done during your visit to the Caribbean.

You’ll find a variety of unique adventures, from the underwater sculpture park of the Grenadines to the natural seaside baths in Virgin Gorda and hiking the Pitons in St. Lucia. The Caribbean gives you to plenty of chances to get outside and enjoy yourself.

Nonstop Relaxation

Because the area is so close to the equator, the Caribbean offers warm weather to lounge in all year round. Feel pampered aboard a luxury crewed rental yacht, and then feel calm while sinking your toes into soft, powdery white sand. Enjoy the spas, rum cocktails, and quiet, isolated beaches: Charter guests can experience supreme relaxation in the Caribbean.

Book Your Caribbean Charter With Worldwide Boat

Discover the beauty of the Caribbean with a luxury crewed yacht charter. Contact a broker with Worldwide Boat today to learn more about available yachts and itineraries for the Caribbean.

Last edited by Katja Kukovic

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Turquoise Yacht

182ft / 54m

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142ft / 42m

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MALTESE FALCON | From US$ 490,000/wk

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  • Caribbean Yacht Charter

Perhaps the best tropical yacht charter spot worldwide, there are over 700 islands to choose from in the Caribbean. However, Caribbean yacht charters can be split into two main area: the Greater Antilles and the Lesser Antilles. The Greater Antilles is home to countries like the Dominican Republic, Jamaica and Cuba while the Lesser Antilles can be subdivided into the Windward and Leeward Islands. The Leeward islands include St Kitts and Nevis, the British Virgin Islands, Anguilla along with Antigua and Barbuda. The Windward Islands comprise the Grenadines, Grenada, Barbados, Dominica, St Vincent and St Lucia.

ALFA NERO | From EUR€ 812,000/wk

Maltese falcon | from eur€ 480,000/wk, seven sins | from eur€ 270,000/wk, g2 | from us$ 85,000/wk.

Sailing Yachts Under 100' - Sailing Yachts Over 100' - Motor Yachts Under 100' - Motor Yachts Over 100' - Catamarans Over 50'

The stunning and diverse Caribbean beckons travelers back year after year. With its beautiful climate, fantastic coral reefs, palm trees and exotic tropical islands, there are lots of reasons to make this your next sailing destination. Don’t forget the rum cocktails either! As the second largest yachting area, only after the Mediterranean, there are many luxury yachts available for your Caribbean yacht charter and you can view some of the yachts below or here .

Reviews of Caribbean Charter Vacations | Caribbean Holiday Fact File | Top Caribbean Spots | Sample Itinerary | Charter Yachts Available

The Bahamas and Turks and Caicos are not really in the Caribbean although are known as superyacht destinations in the Caribbean. Wherever you decide to charter a luxury superyacht in the Caribbean you will enjoy a totally relaxing vacation and beautiful scenery.

How Much Does it Cost To Charter in The Caribbean?

Caribbean yacht charter prices vary according to the size, style and age of the yacht you rent. Our luxury superyacht charters rent from 30,000 USD to over 1,000,000 per week, plus expenses, in the form of an advanced provisioning allowance (APA). Conversely, smaller 'all inclusive' type vacations cost between USD 15,000 to 50,000 per week. View the list of yachts and prices here .

Caribbean Islands Map

Experience the luxury of Crewed Private Yachts in the Caribbean

A traditional hot spot for crewed charters, the Caribbean is considered “the king of yachting vacations”, so please contact us here to go on your private charter. Whether you agree with this or not, you like most people will have heard of the Caribbean as a great yacht charter destination. This is because this location covers a huge area and offer fantastic diversity. It is beautiful and warm, has amazing beaches, interesting cultures and perhaps most importantly, the Caribbean has a huge selection of crewed yachts, luxury yachts and superyachts which you can rent and experience a truly magnificent vacation around the various Island groups. The Caribbean is a natural wonderland onshore, but probably most importantly, it has an ocean laden with treasures, from tiny beach ridden coral atolls to substantial mountainous islands exuding rich and colorful cultures. An area which is famous for its beautiful waterways and islands, there is no better way to experience the Caribbean than on a crewed luxury yacht vacation.

Some of the Recommended Caribbean Yacht Spots:

Popular places to visit on a yacht include Antigua , St Barts , Anguilla , St Martin , The British Virgin Islands , The US Virgin Islands , the Grenadines and many more – see more below.

More than ever crewed luxury yachts are beginning to explore more exotic and remote Caribbean Islands, so ask your charter broker or captain for more information on some of these more remote treasures. Due to the scale and diversity of the different areas of the Caribbean we have covered the major charter locations individually. Please note that if there is a charter boat cruising area, not covered here that you are interested in, please contact us and we will provide you with that information personally in the form of a yacht charter itinerary.

yacht vacations caribbean

As one of the most popular locations in the world, second only to the Mediterranean in popularity, the types of boats available for rental in the Caribbean include all the main types such as motor, sailing, skippered, crewed yachts, catamarans, power boats, sailboat, luxury yachts as well as the ever growing superyacht and mega yachts. Both beginner and experts alike are drawn to the Caribbean for its warm winds, protected waterways and beautiful anchorages. The Caribbean is a special place that has beautiful tropical islands that lie snug within a tropical island necklace as laid out on a large blue sea.

The Caribbean is also steeped in a fertile history of sailing adventure. Ever since the days of galleons and pirates the Caribbean has been host to some of the most satisfying sailing anywhere in the world. On your Caribbean yachting vacation you can find, an incredible amount of choice and variety and all in a relatively small area - thriving bars and Caribbean nightlife; first rate cuisine; spectacular white powder beaches; lush tropical rain forest; cloud-fringed mountain peaks; exotic bird life; amazing diving and snorkeling and a serene blend of European sophistication and warm Caribbean hospitality. The problem is, with so many superb Caribbean yachting locations and charter boats to choose form, where do you start when planning a holiday? With CharterWorld of course…

The Time of Year to Charter a Yacht in the Caribbean:

The main Caribbean sailing season runs from November through to July. The Caribbean primary high season is from mid-December to March, when the winter escapees from North America and Europe arrive in their greatest numbers. The hurricane season is from late July to early October, although hurricanes are in general rare in the southern Caribbean. Unfortunately, they can be prevalent around Cuba, Bahamas and the east coast of the U.S. every few years. This is the least expensive time for chartering in the Caribbean and there are some really good deals are available. However, as well as running the risk of storms, this time of year also tends to be associated with lighter (or non-existent) winds.

As with many boating locations the Caribbean shoulder season, in this case from April to July, is also a great time to charter a boat as there are less shore based visitors, some lovely settled sunny weather, and warm yet steady breeze. The Caribbean is made up of many different multi-nation (and multi-cultural) volcanic islands. There are amazing sailing grounds stretching from Cuba and Jamaica in the west, through the Dominican Republic, Puerto Rico, The Virgin Islands, The Leeward Islands and the Windward Islands, finishing with Trinidad and Tobago off the coast of Venezuela.

Caribbean Yachting Hot Spots:

Here is a brief list of some of the Caribbean hot spots to consider experiencing when you rent a luxury crewed charter yacht. This is by no means an extensive list and there is more information on things to see and do in the Caribbean under each Caribbean private yacht location. Also, when you hire a yacht with us we will supply you with a customised hand written itinerary suggestion so that you and your crew have a few ideas to choose from on your charter.

General Places/Events Worthy of Experiencing:

- Gustavia Harbour in St Barts - shopping, nightlife, restaurants and European quintessence - Nelson in Dockyards in Antigua - history and beauty in a harbour - Sunset in St Lucia - St Kitts for the beauty, history and magnificent views from Brimstone Hill Fortress - Anegada for its deserted beaches, fringed reefs and the unique flora and fauna of the salt ponds, home to the pink flamingo - The BVIs for the beautiful beaches and anchorages - Guadeloupe for its diversity - one side offers cosmopolitan flair, bordered by beaches and coral reefs and the other has open lands with the fertile, volcanic peaks , rain forest and waterfalls.

Yacht Harle - Caribbean

How to get to the Caribbean

There are direct flights from the UK and the US to Barbados, Jamaica, St Lucia and Antigua. Some Caribbean islands require a connecting flight as they have small airports which cannot handle large aeroplanes. Across the Caribbean, many islands have private jet facilities with fantastic runways.

What is the currency in the Caribbean?

Various currencies are used in the Caribbean. For instance, in Anguilla, Dominica, Grenada, St Kitts and Nevis, St Lucia, St Vincent, the Grenadines and Antigua, the East Caribbean dollar is the currency. Jamaica, Barbados, the Cayman Islands and the Bahamas have their very own currency. US dollars are accepted on most of the islands however the ATMs tend to have only the local currency.

Language spoken

There are four main languages spoken in the Caribbean, French, Spanish, Dutch and English. English is the first or second language and is mostly used when tourists visit. The official language of Haiti is Haitian Creole while Papiamento is used in Curacao, Bonaire and Aruba. Different creoles and local patois are also spoken on the various islands.

Time Zone in the Caribbean

Two time zones are used in the Caribbean. GMT -5 and GMT -4. Daylight saving time is implemented in many countries including Bermuda, Cuba, Haiti, the Bahamas including the Turks and Caicos Islands.

Visas and customs immigration

British and American tourists do not need visas if they are staying in the Caribbean for less than 90 days. It’s advisable to check the exact requirements for the countries you intend visiting. American tourists are still not allowed to visit Cuba although this may change in the future.

What to consider medical/health wise when chartering a superyacht in the Caribbean

There aren’t any extra medical issues for travelers in the Caribbean but check with your travel agent for any current warnings. The most common are complications form insect bites, jelly fish stings, cuts from coral and heart-related illnesses.

Short List of Caribbean Sailing Yacht Events:

- Antigua Sailing Week – held during the last week of April each year, yachts from all over the world arrive in English and Falmouth Harbours for an action packed week on fun sailing. - St Bart’s Bucket - Grenada Sailing Festival - Heineken Regatta – a Caribbean sailing and party Regatta – The Heineken St Maartens. - Here is the full list of Caribbean yachting and sailing events.

Other Caribbean Places to be:

- New Year’s Eve at St Barts Gustavia, St Martin and the BVI's - More info on Caribbean yachting and sailing events - Please see the Specific Caribbean location links on the left for more.

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Trina, Everything was perfect! The yacht, the crew, activities... The crew in particular was off the charts! They really did go out of their way to please us. Please release the full amount of the gratuity. I have nothing but good things to talk about the charter, an opinion shared amongst all of the guests. Thank you for all your help with the charter of Miracle, everything went smoothly and you were very professional and efficient during the whole process. I will not hesitate in contacting you for our next charter (next year, hopefully!!). Miracle BVI's charter (british Virgin Islands) Caribbean in April

Yachting Destinations Near the Caribbean

Explore Location Guides for great destinations near the Caribbean .

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Yachts for Charter in the Caribbean

112m freire superyacht | from eur€ 3,000,000/wk.

12M FREIRE SUPERYACHT

DREAM | From EUR€ 2,000,000/wk

DREAM Superyacht

95m LURSSEN MEGA YACHT | From EUR€ 1,600,000/wk

95M LURSSEN MEGA YACHT

92M FULLY CUSTOM SUPERYACHT | From US$ 1,500,000/wk

92m Superyacht On Sea Trials

93M FULLY-CUSTOM SUPERYACHT | From EUR€ 1,470,000/wk

Cruising

83m Limited Editions 272 Superyacht | From EUR€ 1,200,000/wk

AMELS 272 Limited Edition - Underway, Mediterranean

95 meter CUSTOM | From EUR€ 1,200,000/wk

The 95m mega yacht by Lurssen

86M CUSTOM LUXURY YACHT | From EUR€ 1,200,000/wk

Superyacht And Tender

ROMEA | From EUR€ 1,100,000/wk

The 81m Yacht ROMEA

80M MODERN CUSTOM YACHT | From EUR€ 1,085,000/wk

Aerial View

PHOENIX 2 | From EUR€ 1,000,000/wk

Phoenix 2 Running Shot

O'PARI | From EUR€ 1,000,000/wk

Motor Yacht O'Pari

Caribbean Yacht News

Navigating the World of Luxury Yacht Charters: Your Guide to the Perfect Getaway

Navigating the World of Luxury Yacht ...

37m luxury explorer yacht OCULUS brand new to the charter market on both sides of the Atlantic

37m luxury explorer yacht OCULUS brand ...

37m Gulf Craft Majesty superyacht OPTIMISM available for charter on both sides of the Atlantic

37m Gulf Craft Majesty superyacht ...

65m superyacht ETERNITY available for charter in the Caribbean

65m superyacht ETERNITY available for ...

The caribbean yacht charter specials, 15% discount location: caribbean.

Amels Yacht LILI - Cruising On A Sunny Day In Norway

AMIGOS | From US$ 250,750.00/wk

Charter yacht disclaimer.

This document is not contractual. The yacht charters and their particulars displayed in the results above are displayed in good faith and whilst believed to be correct are not guaranteed. CharterWorld Limited does not warrant or assume any legal liability or responsibility for the accuracy, completeness, or usefulness of any information and/or images displayed. All information is subject to change without notice and is without warrantee. A professional CharterWorld yacht charter consultant will discuss each charter during your charter selection process. Starting prices are shown in a range of currencies for a one-week charter, unless otherwise marked. Exact pricing and other details will be confirmed on the particular charter contract. Just follow the "reserve this yacht charter" link for your chosen yacht charter or contact us and someone from the CharterWorld team will be in touch shortly.

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St. thomas, virgin islands, tel: 340-774-5630.

Email: [email protected]

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LUXURY YACHT CHARTERS & SAILING VACATIONS

All-Inclusive Yacht Charters

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.

Kayak, snorkel, sail, scuba dive, paddle-board, fish, island hop, or simply relax aboard a Caribbean yacht charter. We’ve listed just a few reasons below:

Fully Crewed, Catered & Private Sailing Yacht Charters Tailored for You & Your Guests

  • Private Sailing Vacation
  • Create Your Own Custom Itinerary
  • Visit Untouched Islands
  • Different Caribbean Destinations
  • Unforgettable Memories
  • Fully Prepared Meals by Your Own Private Chef
  • Underwater Adventures with Sea Life

We Look Forward to Welcoming You Aboard!

Explore Destinations like the British Virgin Islands, St. John, Grenadines, Bahamas, and St. Marten!

All-Inclusive Yacht Charters are with a captain and your own personal chef they tailor your charter for a needs and requests. allows you enjoy sailing in beautiful large vessels such as; Catamarans, Monohulls and Power Yachts designed for comfort.  For more information, please visit our: Frequently Asked Questions.

Choose a vessel from our inventory:

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FEATURED YACHT CHARTERS

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  • Sleeps 12 Guests
  • 7 Kings, 1 Twin

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  • 157′ Mega Yacht
  • 2 Kings, 2 Queens,
  • 2 Doubles, 2 Twins, 2 pullman

Catamaran-Yacht-Charter-Ultra

  • Sleeps 8 Guests
  • 3 Queens, 1 Twin

BLUE HORIZON

Catamaran-Yacht-Charter-Blue-Horizon

  • Sleeps 6 Guests
  • 2 Kings, 1 Queen

POPULAR YACHT DESTINATIONS

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Other Yacht Charter Destinations

  • Florida Key’s
  • St. Thomas, USVI
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DAY CHARTER BOAT RENTALS

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Scout in the Virgin Islands

Full-day charters 9:30 – 4:30 PM. US Virgin Islands or the British Virgin Islands $1800. Bar hop or visit exclusive beaches while you stop and snorkel along the way!

Our 38′ Scout comfortably holds 6+ passengers, allowing plenty of room to lay out on the sun deck or relax in the shade while enjoying a drink and listening to your favorite music.

yacht vacations caribbean

1/2 Day or Full Day Charters

  • Captain and Crew
  • Complementary snorkel equipment and fins
  • Coolers stocked with Ice, water and assorted beer.
  • Abundance of cushioned seating and lounging areas in shade or sun.
  • Dry storage for your personal items and gear.
  • Full size restroom
  • All required USCG approved safety equipment, and extra features not required by law.
  • Food, Liquor, Fuel and Crew Gratuity is NOT included.

yacht vacations caribbean

Fishing in the Virgin Islands

Everyday is a great day to book a fishing excursion. We can give you the fishing trip of a lifetime. Whether you are an experienced fisherman or just getting started the  mahi-mahi, tuna, wahoo, and big marlin await.

We have all the latest and best fishing gear, outriggers, navigation and sonar, along with some of the best and most experienced captains in the islands. Whether you choose a half day (3.5 hours) or a full day (7 hours) off shore trip, you’re guaranteed to have a good time.

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Recent news.

  • Spirit Airlines Has More New Nonstop Flights to San Juan, Puerto Rico
  • American Airlines Is Adding More Daily Flights to St Thomas, USVI
  • Avelo Airlines Just Kicked Off Two New Nonstop Routes to Puerto Rico
  • United Just Launched New Daily Nonstop Flights to Puerto Rico
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  • Air Canada Adding More Flights to St Vincent

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Book an unforgettable crewed yacht charter vacation.

View available yachts:.

Book with the Caribbean specialists. For over 19 years we have been a leading yacht charter brokerage connecting groups like yours with the best crewed yachts available for charter in the Caribbean including the Virgin Islands / BVIs / USVIs, Leewards, Grenadines and Bahamas.

Utilize out firsthand knowledge about available charter yachts, crews and locations to book the best yacht and crew for your budget and travel style.

Start planning your vacation today!

Sail away to white sand beaches, consistent Caribbean trade winds, clear blue water, sheltered island bays great for cruising, world-class dive sites, award winning yachts and crew, and sunshine every day of the year.

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Specials and last minute discounts:.

These crewed catamaran charter specials are available for new reservations sailing from St Thomas or Tortola in the Virgin Islands, or elsewhere in the Caribbean. Contact us now for further information and a no-obligation quote.

See all of the current crewed yacht charter specials and discounts.

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Catamaran Salty Dog

Stephen M, aboard Catamaran Salty Dog , February 2024  sailing the Virgin Islands

Catamaran Moon Shadow

Max M, aboard Catamaran Moon Shadow , February 2024  sailing the British Virgin Islands

Catamaran Gambit

Mackie M, aboard Catamaran Gambit , January 2024  sailing the British Virgin Islands

> See all of our crewed yacht charter reviews

Caribbean Yacht Charter Vacations

A crewed Caribbean yacht charter offers you the freedom to explore this tropical paradise without limits and at your own pace.

With accommodation, a professional captain, a personal chef, all meals, cocktails, wine, beer, snacks, fuel, equipment, and water toys included, few other vacations offer such an extraordinary experience and value.

Itineraries are completely flexible within your cruising area. Sail the diverse US and British Virgin Islands, the undeveloped and resort islands of the Caribbean Grenadines, or charter a luxury power yacht to cruise St. Martin, St. Barts, and Antigua in the Caribbean Leeward Islands.

Sailing Direction's charter brokers help you book a private crewed yacht in the Caribbean for any group size and budget. Whether you're looking for a family sailing vacation, a couple's adventure holiday, a BVI yacht charter, or a honeymoon or anniversary celebration - we've got you covered for an unforgettable crewed yacht charter experience.

yacht vacations caribbean

What does 'All Inclusive' mean?

All inclusive rates typically include: all your breakfasts, lunches, dinners, snacks and Standard Ship's Bar, which includes your alcoholic and non alcoholic beverages. Excluded are airport transfers costs, onshore excursions and tours, as well as any food or beverages purchased ashore. Although optional, crew gratuity is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

What does 'Plus Expenses' mean?

Included are the Yacht and its onboard equipment as well as the Captain, Chef and Crew’s services.Excluded are food and beverages, fuel for the yacht and its tender, any dockage, airport transfers costs, onshore excursions and tours, as well as any cruising permits, licenses and other charter related expenses. Crew gratuity, although optional is customary at 15% - 20% of the charter rate for the Caribbean and 10% - 15% for the Mediterranean. *Inclusions and exclusions vary by yacht, as each offers unique terms. Please contact us for a custom proposal that details the yacht’s availability, pricing, as well as the list of the inclusions and exclusions for that particular yacht.

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The Best Crewed Yachts ‍ For Your Perfect Vacation.

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Plan Your Next Adventure

Book an unforgettable yacht charter vacation.

Sail Play Dine Yacht Charters is here to help you plan a trip you’ll never forget. Experience the vacation of a lifetime aboard a luxury, all-inclusive, professionally crewed charter yacht in the US and British Virgin Islands, Bahamas, and beyond! We take care of your every need to match you with the right boat and crew at the best rate guaranteed. We offer a large range of boats that suit every budget and our trusted service comes at no extra cost to you!

yacht vacations caribbean

How it Works

Tell us about your perfect vacation. Destination, preferences, budget, who will be joining you, and what you would like to see and do.

Our team will be in touch with an initial proposal that we’ll refine together. The yacht charter vacation proposal will include our top recommendations tailor-made to match your interests.

Once you decide on your preferred yacht, we can put a complementary hold to secure your dates while you finalize your travel plans. Complete your reservation by paying a deposit fee.

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Featured Yachts

The best crewed yachts carefully vetted by our team.

Angeleyes

Special Offer

Plus Expenses

Plus Expenses Charters generally don't include food and beverages as well as fuel for the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

All Inclusive

All Inclusive Charters typically include food and beverages you consume in the yacht. Inclusions and exclusions vary by yacht, please contact us for a custom proposal.

Colibri

Book with Confidence.

This was one of the very best trips we’ve ever taken and by far the best vacation we’ve taken in the Caribbean.  We have been to many islands and resorts over the last 30 years; all wonderful experiences, but pale in comparison to this vacation.

Beatriz was great in assisting us to choose the right catamaran for 8 of us including two kids on relative short notice and very helpful In answering all kinds of question about the boat, the crew , contract and the possible route.Definitely recommend you use their expertise in choosing your boat and crew  as I will also do the next time I do a charter in the islands .

Jorge Canellas

Fabiola took all the time I needed to choose the perfect yacht vacation for my friends and I for my special birthday.  In the end, all of my needs were met and we had the vacation of a lifetime.  She was extremely patient in explaining all the ins and outs and what to look for as I was choosing the perfect yacht and I so appreciate that.  She also made all the paperwork and pre-vacation planning a breeze.  Thank you Sail Play Dine Yacht Charters!

Esther Kuznetz

Beatriz & Sail Play Dine was wonderful to work with. Top notch service and answered my endless questions regarding this type of vacation that was completely new to me. I highly recommend them!

Karen Skayhan

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Why Choose Sail Play Dine?

Our trusted service comes at no extra cost to you! Our commission is paid by the yacht owner and there is no additional cost to you.

Our recommendations are personalized and hand selected. We look forward to working with you to make the right choice.

We are with you every step of the way. Before, during and after your vacation, to make sure it is unforgettable. We are available 24/7 by phone, text, whatsapp, social media or email. Or you could send us a message in a bottle, and we’d respond to that.

yacht vacations caribbean

Where would you like to go

Incredible destinations, tailored to your dream vacation.

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Download the ultimate all-inclusive yacht charter vacation guide.

Discover the top tips for planning your perfect dream vacation

Frequently Asked Questions

Absolutely! In fact, we recommend it. This type of vacation is typically booked 12-18 months in advance, especially when booking during school vacation (Spring Break) and holidays (Christmas and NYE).

Yes, you can! While most charter yacht pricing is based on a weeklong charter, some yachts offer daily rates, allowing you to customize the duration of your trip. However, please note that some yachts may apply a surcharge for charters shorter than 6 nights. The flexibility of charter durations varies by yacht. We’ll discuss your specific needs and give you recommendations.

The Caribbean is a great destination year-round. Temperatures range from around 79°F in December to March to around 84°F from May to October. Winds are slightly higher in winter, and rates may be higher during holiday weeks, particularly from Thanksgiving through Easter. Christmas and New Year's charters are often booked well in advance.

It's unlikely. The rates on Sail Play Dine are provided directly by the charter yacht management. We are promptly informed of any discounts or special offers. Our team at Sail Play Dine maintains strong relationships with all yacht agents. If you're looking for a better rate, contact us, and we'll work with the agents on your behalf to explore available options.

Crewed yacht charters range from $20,000 to $100,000 per week, depending on the yacht's size, age, and capacity. Fees may be all-inclusive or include additional running expenses and APA (Advanced Provisioning Allowance) for luxury motor yachts.

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A Vacation of a Lifetime Awaits You!

Just Relax! Our experienced staff & full time travel agent make it a breeze to book! We are there every step of the way.

All-inclusive Caribbean Yacht Vacations

Perfect for everyone from families to reunions, honeymooners to corporate retreats and more!

Ultimate fun for family & friends!

Whatever vacation you are interested in, we can take you there!

Look no further for the best yacht specials!

We save you thousands so you can sail the world’s most sensational cruising grounds.

“ Absolute best yacht charter vacation ever! Not sure how we will ever top it! We can’t thank you enough for your suggestions and help along the way. It truly was the best way to spend the week and experience all that the BVI’s have to offer. Carol L.
“ This was our 6th charter!I was pretty sure that it wouldn’t get much better than last year but You guys rock…once again. Thank you again for the amazing food, awesome sails, magical drinks and ridiculous dives throughout the week! What an incredible boat with and incredible crew! Thank you for everything, Mainsail you guys are the best! Tom W.

yacht vacations caribbean

   Save Time & Money    Let Us Plan Your Charter

Specializing in luxury yacht charter vacations worldwide.

Yacht charter vacations are the perfect all-inclusive vacation for everyone from families to family reunions, Honeymooners to Corporate retreats or any special occasion. Mainsail Yacht Charters has yachts to cover them all! Mainsail Yacht Charters has been in business for over 16 years providing outstanding service to our clients. Mainsail has built a highly experienced team of brokers throughout the years to make your charter experience seamless. Take advantage of over 50  years of combined  travel experience!

 Best of all our services are FREE to you!

We Can Take You There

We specialize in  Caribbean yacht charters , cruising  the USVI’s  and  the BVI’s  – the US Virgin Islands and the British Virgin Islands, as well as other Caribbean destinations including the Spanish Virgins, the Grenadines, St. Martin, Antigua and the Bahamas. Mainsail can also arrange your charter in the Mediterranean, the South Pacific,  Mexico or in other US cruising areas such as New England  and the   Pacific NW/Alaska. 

We look forward to welcoming you aboard you own private Yacht Charter Vacation!

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Check out our amazing photos filled with ultimate fun for family & friends! Whatever vacation you are interested in, we can take you there!

Book now for the ultimate experience!

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   Caribbean Vacations    Crewed  Yacht Charters

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Mainsail can help you find the perfect Caribbean yacht charter vacation

with the right charter and crew for your ultimate cruising experience. Your crewed yacht charter is an affordable, all-inclusive Caribbean yacht charter vacation aboard your private motor or sailing yacht with a friendly, knowledgeable, and attentive captain and crew to take care of your private group.

Caribbean Yacht Charters

Water toys for everyone on board!

Also included with your vacation yacht charter is the use of all of the boat’s water toys: fins & snorkels, paddleboards, kayaks, floating mats, waterskiis & wakeboards, fishing equipment, and even dive equipment on designated Caribbean dive charters!

yacht vacations caribbean

Your Customized gourmet meals designed by your personal Chef

Snacks, refreshing beverages, wines, and cool tropical cocktails are included in the price of a crewed yacht charter! Mainsail Yacht Charters would like to make this dream vacation a reality for you.

   Yacht Charter Videos    Book Your Vacation

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Yacht Charter in The Caribbean

Embark on your Caribbean or Bahamas yacht charter and discover sparkling turquoise waters, sweeping sandy beaches and a blissfully laid-back lifestyle. These two archipelagos scattered between the Atlantic Ocean and the Caribbean Sea are primed with balmy breezes that will kiss your cheeks and swaying palm trees that provide you with shade during a Caribbean or Bahamian yacht charter. Cruise the Caribbean archipelago’s continuous arc of islands from the Grenadines in the south to the stunning Leeward Islands, including St. Kitts, and the Virgin Islands in the north. If you’re keen to cruise further north, the Turks and Caicos or the crystal-clear waters of The Bahamas will welcome you with friendly smiles and warm seas. Whichever Caribbean idyll you choose, these cruising grounds provide a haven for waterborne travelers.

Immerse yourself in the allure of the Caribbean with insights from Charter Broker Adam Fitzmaurice in this engaging interview. Adam, a seasoned expert at Northrop & Johnson, delves into the unique charm and opulence of this iconic tropical destination.

Caribbean Elegance on the Waves: A Yacht Charter Voyage through Island Splendors

Awaken even the dullest of senses during your Caribbean yacht charter. You will delight in discovering the brilliant colors, warmth and easy charm of the Caribbean islands, a mélange of the vibrant cultures that have washed over their shores for centuries. Dutch, French, British, Spanish and North American influences abound, making the islands truly cosmopolitan. Covering a vast area, they offer countless cruising possibilities for your winter or summer yacht charter holiday.

From the alluring Virgin Islands to St.Kitts in the Leeward Islands, the sand-fringed Grenadines or the Turks and Caicos, you have hundreds of islands to choose from offering dramatic scenery, fantastic watersports, world-class cuisine, fascinating history and welcoming locals. The dazzling sands of The Bahamas invite you to enjoy total relaxation year-round. A playground for superyachts, you’ll have to cruise the islands many times to visit all of the 700 islands and cays, which are best explored from the water.

Get in contact with a Caribbean yacht charter broker

Whether you are looking to welcome in the New Year in St. Barths or to rejuvenate in the Exumas, the warm temperatures and steady tradewinds make these varied tropical islands a hotspot for both motor and sailing yachts. Your Northrop & Johnson charter expert will be able to recommend the best itinerary for your preferred activities and help you find the perfect yacht.

Best destinations for a Caribbean yachting vacation

  • Yacht Charter US Virgin Islands
  • Yacht Charter British Virgin Islands
  • Yacht Charter St. Barths
  • Yacht Charter Cuba
  • Yacht Charter ST. Maarten
  • Yacht Charter Barbados
  • Yacht Charter Windward Islands
  • Yacht Charter Leeward Islands
  • Yacht Charter Trinidad & Tobago
  • Yacht Charter Turks & Caicos

Why charter a yacht in the Caribbean this winter?

  • The year-round tropical climate, sun-drenched days, and warm waters are ideal for swimming.
  • Just a few hours from the US with regular international flights & private jet services.
  • Crystal-clear waters make the Caribbean an ideal place to make the most of your yacht’s tenders and water toys.
  • Exclusive beach clubs, refined resorts, and award-winning restaurants. 
  • Superb choice of island destinations to suit all types of desired charter experiences. Cruise the Windward and Leeward Islands or opt for under-the-radar destinations.
  • Fantastic diving and superb visibility; dive healthy coral reefs and shipwrecks teeming with colorful marine life.
  • Picturesque white sandy beaches fringed by palm trees and lapped by striking azure blue waters; the Caribbean is the ultimate paradisal destination.

Top destinations to Charter a Yacht in the Caribbean

yacht vacations caribbean

Leeward Islands

If you crave a Caribbean idyll with white-sand beaches, lush rainforests, Caribbean charm and a touch of chic luxury, then a Leeward Islands yacht charter is for you. Both ashore and on the water, these islands offer an exotic concoction of modern panache and relaxation.

yacht vacations caribbean

St. Maarten

Experience the island’s exceptional beaches, offering fine white sands and bright turquoise waters. Explore St. Maarten by yacht charter and discover find your secluded, private beach paradise.

yacht vacations caribbean

British Virgin Islands

On a quintessential British Virgin Islands yacht charter, you can expect coral reefs, stunning beaches, incredible land-based activities and natural wonders. With a balmy climate, steady easterly trade winds and an abundance of sheltered anchorages in the Caribbean, the British Virgin Islands were made for the waterborne.

yacht vacations caribbean

US Virgin Islands

Miles of sparkling, sandy beaches, safe waters, unparalleled dive sites and a constant gentle breeze make a US Virgin Islands yacht charter the perfect vacation. From the bustling harbor front of Charlotte Amalie on St Thomas to St. Croix and St. John and many smaller islets and cays, the US Virgin Islands provide some of the most beautiful and well-protected anchorages in the world.

yacht vacations caribbean

St. Kitts & Nevis

A hidden jewel among the archipelago of the Leeward Islands in the Caribbean, St. Kitts hits the sweet spot in terms of location and amenities for the yachting sector. The island is perfectly positioned for a relaxing few days ashore during a cruise through the Leeward Island chain. Alternatively, combining St. Kitts, and the neighboring island of Nevis, in one itinerary offers a laid-back Caribbean experience that cannot be found on many of the surrounding islands.

yacht vacations caribbean

Windward Islands

Sprinkled between the volcanic peaks of St. Lucia and Grenada are a trail of palm-studded sandbars, coral reefs and islets known as the Windward Islands. Here you’ll find abundant natural beauty, ample dive sites and some of the best fishing grounds in the world. Experience the Caribbean’s best-kept secret on a luxury yacht charter.

yacht vacations caribbean

Experience the untapped Caribbean island of St. Lucia aboard a luxury yacht charter and discover UNESCO world heritage sites, pitons, vast forests, unbelievable scuba diving and snorkeling, and some of the world’s finest fishing.

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The Grenadines

Your relaxation is imminent among the stunning islands of The Grenadines. From quiet harbors to volcanic vistas, your luxury yacht charter of The Grenadines promises pure paradise and more.

yacht vacations caribbean

If you’re seeking a Caribbean paradise that is synonymous with complete solitude, look no further than Anguilla. This captivating destination beckons those seeking solace in the Caribbean, and experiencing it during a luxury yacht charter takes this seclusion to new heights. Nestled north of St. Martin, Anguilla’s flat, low-lying terrain sets the stage for a serene getaway.

yacht vacations caribbean

Renowned for its unrivaled ambiance and picture-perfect beaches, St. Barths exudes an air of flawless elegance. With a wealth of high-end shops, exquisite restaurants and five-star hotels, St. Barths stands as the ultimate playground for the affluent and renowned. Indulge in a holiday like no other with a luxury yacht charter to this bespoke paradise.

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Antigua and Barbuda

Embark on a twin island paradise adventure with an Antigua and Barbuda yacht charter. Nestled in the heart of the Leeward Islands, these Caribbean gems offer limitless possibilities for your dream vacation.

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Turks & Caicos

While the Turks & Caicos may not be considered a classic Caribbean cruising ground, its 41 islands offer an abundance of attractions for any yacht charter. While these isles are blessed with more than a touch of luxury, they remain, as yet, unspoiled and ready for you to discover.

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Trinidad & Tobago

Trinidad and Tobago are a colorful pair of sister islands in the Caribbean that are well known for their rich culture of dance, music and celebrations. Their classic Caribbean atmosphere showcases turquoise waters that lap upon the golden sand and picturesque coconut trees swaying in the balmy breeze.

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Dominican Republic

The Dominican Republic is renowned for its stunning azure waters, bustling nightlife and charming villages. A luxury yacht charter is the ideal way to experience this classic Caribbean gem that teems with lively music, breathtaking views and ornate architecture. You will be in awe of the effortless mixture of laid-back Caribbean ambiance and rich melting pot of cultures.

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Known for its colorful streets, rich history and lively nightlife, Cuba is a destination for the charterer seeking fun, passion and to feel alive. A luxury yacht charter is the perfect way to explore this diverse topography, surrounded by the azure waves of the Caribbean Sea. Feel the warmth of the white sand between your toes and be engulfed by the warm breeze that flows from the lush mountains. The archipelagos dotted around the country make it ideal to be discovered via a luxury yacht charter.

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Often considered the most charismatic of the Caribbean islands, discover the gem of the Lesser Antilles with a Barbados yacht charter. Enjoying a seductive climate year-round, it’s all too easy to settle into the soothing rhythm of Bajan life. From white beaches to a rum-infused party scene, Barbados is a truly iconic destination.

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ABC Islands

Aruba, Bonaire and Curaçao (ABC Islands) are an idyllic island trio that offers the complete, private Caribbean yacht charter experience without many other visitors.

A Glimpse of The Caribbean

The sunny beaches and friendly locals of The Bahamian islands are ready to welcome you and your guests during a yacht charter any time of the year.

Find yourself sipping Champagne and ringing in the New Year among the glitterati that flock to the stunning French island of St. Barts every winter.

The British Virgin Islands offer it all during your yacht charter. Don the snorkeling gear, visit the famed grottoes Virgin Gorda’s Baths and be sure to down a painkiller from the Soggy Dollar Bar.

If you’re looking for a true escape into nature, St. Lucia’s natural wonders, including UNESCO World Heritage Sites, are sure to delight during your luxury yacht charter.

St. Vincent and 32 islands of the Grenadines are just some of the spectacular spots to visit during your Windward Islands yacht charter where you can relax and truly enjoy the sunshine.

Whether you choose to enjoy one of Antigua’s 365 beaches or discover the dual nation of St. Maarten/Sint Martin, a Leeward Islands yacht charter will never disappoint.

Charter Itineraries in the Caribbean

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Best Yachts for Charter in the Caribbean

Caribbean yacht charter guide, where to cruise on a caribbean yacht charter.

With thousands of islands to explore in the Caribbean, a luxury yacht charter in the Caribbean is limited only by your imagination. The Caribbean can be largely broken down into four distinct regions: The Bahamas, the Greater Antilles, the Leeward Islands, and the Windward Islands. Each of these regions offers a myriad of opportunities for exploration, adventure, and relaxation. The charter brokers at Northrop & Johnson would be delighted to help you craft an incredible Caribbean yacht charter itinerary that matches your precise needs. Contact our team today. 

Top destinations with Caribbean yacht charters

The picturesque island of St. Lucia offers charterers a tropical paradise to explore. Soak up the sun on white sandy beaches, enjoy a thrilling zip-lining experience through the island’s lush tropical rainforest, wallow in the island’s volcanic mud baths, explore abandoned sugar plantations, or indulge in authentic island cuisine at local award-winning eateries.  

St. Vincent and the Grenadines 

St. Vincent and the Grenadines lie just south of St. Lucia and are part of an archipelago of 32 verdant tropical islands boasting picturesque coastlines peppered with sugar-white sand beaches and lush tropical interiors. Embrace casual glamour and reset to island time. Highlights include eco-tours of the island’s rainforest, swimming under tropical waterfalls, and the Old Hegg Turtle Sanctuary on the island of Bequia. 

The island of Mustique is a privately owned island and is part of St. Vincent and the Grenadines, offering a unique coastline that is lapped by both the Atlantic and Caribbean Seas. Mustique’s beauty and exclusive offerings make it a popular destination with VIPs and celebrities who are seeking barefoot elegance. Explore its untouched landscapes, enjoy crystal-clear waters, relax at the island’s beach bars, and unplug from the stresses of day-to-day life.

There is a beach for every day of the year on the island of Antigua, part of the Leeward Islands. Fringed by a coral reef, the waters of Antigua are wonderfully calm, making them great for swimming and making the most of your Caribbean yacht charter’s many water toys.  Beyond the beaches, you’ll find lush tropical rainforests, UNESCO World Heritage sites, and superb eateries, from rustic beach bars to fine dining. Antigua’s warm, steady winds also make it a great destination for sailing enthusiasts. 

Part of the three-island state of Barbuda, Antigua, and uninhabited Redonda, these islands are often enjoyed on a Caribbean yacht charter experience along with nearby St. Barths. The island of Barbuda is relatively untouched by tourism development, making it a great place to enjoy traditional Caribbean life and truly unwind.  The island is best known for its stunning pink-sand beaches along its Caribbean coastline and wonderful flora and fauna, including its Frigate Bird Sanctuary.

St. Kitts, or St. Christopher, is nestled in the West Indies and is known for its mix of volcanic black and golden sandy Caribbean beaches. The island offers a relaxed and carefree atmosphere where one can savor life’s simple pleasures. Enjoy soaking up the sun on the island’s pretty beaches, or enjoy a handcrafted cocktail and fresh catch of the day at one of the many local restaurants and beach-side bars. Make sure you leave time to ride the Sugar Train, a scenic railway route that was originally used to transport sugar. 

Unsure where to go in the Caribbean?

Northrop & Johnson specializes in crafting unique itineraries to the Caribbean. Our charter specialists will listen to your desired needs and then make suggestions on the best islands and experiences to enjoy. If you want to enjoy a luxury Caribbean yacht charter, contact our team today. 

Northrop & Johnson: The best Caribbean charter yachts

As a leading yacht charter specialist, Northrop & Johnson has access to the world’s finest luxury Caribbean yachts for charter by pedigree shipbuilders, including superyachts, motor yachts, sailing boats, and multi-hull vessels. Whether you want a yacht built for adventure or designed for family get-togethers, we can connect you with your ideal vessel. Contact our team of Caribbean yacht charter specialists today. 

Motor yacht charter in the Caribbean

A motor yacht charter in the Caribbean offers a truly stylish way to explore the region’s best island destinations. Luxury motor yachts offer superb volume, exceptional onboard amenities, and enhanced accessibility. Northrop & Johnson offers a superb selection of the very best motor yachts. Contact our Caribbean charter experts today.  

Caribbean sailing vacation

Hoist up the sails and harness the power of Mother Nature aboard a luxury sailing yacht. The Caribbean is a wonderful destination for a sailing adventure, with consistent winds and calm waters. The region is also home to some superb regattas. Northrop & Johnson can connect you with the best sailing yachts for rent in the Caribbean, from traditional schooners to high-performance racing vessels. Contact our team today if you want to set sail in the Caribbean.  

Caribbean multihull charters

Multihull vessels such as sailing catamarans and motor catamarans are a superb choice for those seeking maximum space onboard. The large volume means you will benefit from a fantastic selection of onboard amenities and flexible areas for relaxing, dining, and entertaining. We have access to the best Caribbean multihull vessels that are great for families and groups of friends. Contact our Caribbean charter specialists and let us connect you with your ideal multihull vessel or browse our crewed luxury yachts for charter.

What are the best Caribbean yacht charter itineraries?

  • Island Hopping | Providenciales to Providenciales 7 Days
  • Pure Bliss | St. Lucia to Grenada 7 Days
  • A Water Lover’s Dream | Tortola to Jost Van Dyke 7 Days
  • Authentic Caribbean Cruising | St. Kitts to Antigua 10 Days
  • Beach Bliss | Antigua to St. Martin 10 Days
  • The Islands Are Calling | St. Thomas to Jost Van Dyke 8 Days

What to do on a Caribbean yacht charter?

The Caribbean offers so many diverse experiences. Some of the top experiences include:

  • Relax on spectacular white powder beaches and soak up the warm Caribbean sun.
  • Explore vibrant, colorful reefs and shipwrecks under the waves.
  • Enjoy a private hiking experience exploring native flora and fauna in the Caribbean’s lush rainforests.
  • Explore the region’s diverse culture and rich history, including sugar and coffee plantations.
  • Enjoy unique wildlife encounters, swim with stingrays in Cayman, or the free-roaming pigs on Pig Beach, Bahamas.
  • Feast on delicious Caribbean cuisine at award-winning restaurants.
  • Make the most of your yacht’s tenders and toys on the crystal-clear waters.
  • Take part in the Caribbean’s festivals, fetes, and carnivals.
  • Visit local rum distilleries.
  • Island hop the many island groups in the Caribbean and drop anchor at secluded anchorages and hidden coves and bays.

What restaurants should I eat at during my Caribbean yacht charter?

From casual beachside eateries to fine-dining restaurants headed up by celebrity chefs, the Caribbean offers a wonderful selection of restaurants to choose from. The range of cuisines is also equally diverse, from traditional Caribbean fare to a delightful cornucopia of fusion flavors. Northrop & Johnson are experts on the Caribbean, with destination intelligence and in-depth knowledge. Our charter specialists will be able to advise you on the best restaurants to visit based on your desired preferences and will even manage all the reservations for you. Contact our Caribbean yacht charter experts today. 

How’s the social and nightlife in the Caribbean?

The social scene and nightlife in the Caribbean depend on which island you visit, with some boasting extravagant parties and ultra-exclusive beach clubs, while other islands are much more low-key. For those who wish to party into the early hours, some of the most exclusive social and nightlife spots include:

  •  Nikki Beach, St. Barths
  •  Eden Rocks Sand Bar, St. Barths  
  •  Basil’s Bar, Mustique 
  •  Ocean Lounge, St. Maarten

What’s the best time to charter a yacht in the Caribbean?

A Caribbean yacht charter can be enjoyed year-round thanks to the wonderfully warm, sun-drenched Caribbean climate; however, the best time to visit is during the winter months, when the chance of rain is minimal. No matter what time of year you would like to embark on a Caribbean yacht vacation, our charter specialists can help. Contact the team at Northrop & Johnson today. 

What’s the temperature like in the Caribbean?

Generally, the Caribbean has a tropical climate with warm temperatures year-round. The winter months are usually the dry season when there is little chance of rain, while the summer months are hurricane season, and you can expect a higher chance of rain and higher humidity. Temperatures range from the mid-70s to 80s F (24-30 C) throughout the year and remain relatively consistent due to the Caribbean’s proximity to the equator.

When should I book a Caribbean yacht rental?

You should book a Caribbean yacht rental as far in advance as possible, especially for popular yachts and destinations such as St. Barths. Booking in advance will ensure you have the best selection of charter yachts and that there is plenty of time to secure reservations at the most coveted beach clubs and restaurants. However, it is possible to book a last-minute Caribbean yacht charter as long as you are prepared to be flexible with the choice of vessel and cruising itinerary. If you want to book a luxury Caribbean yacht charter, contact the charter specialists at Northrop & Johnson. Our team will be delighted to assist you. 

Where is it best to embark on a Caribbean charter yacht?

Your embarkation destination will depend on your cruising itinerary, with larger Caribbean islands boasting international airports that can also accommodate private jets. When you book a luxury Caribbean yacht charter, the charter specialists at Northrop & Johnson will assist with travel arrangements to and from your charter vessel and will advise on the best embarkation destinations.

What airports can I fly to in the Caribbean?

Some of the larger airports that you can fly to in the Caribbean from the US include: 

  • Queen Beatrix International Airport, Aruba
  • Sangster International Airport, Jamaica 
  • Grantley Adams International Airport, Barbados
  • Punta Cana International Airport, Dominican Republic
  • Norman Manley International Airport, Jamaica
  • Piarco International Airport, Trinidad and Tobago 
  • V.C. Bird International Airport, Antigua and Barbuda 
  • Princess Juliana International Airport, St. Maarten 
  • Owens Roberts International Airport, Cayman Islands

How do I book a private boat charter in the Caribbean?

The best way to book a private boat charter in the Caribbean is to contact a reputable charter brokerage. Northrop & Johnson is a leading international brokerage with access to the world’s finest sailing yachts and motor boats. We excel at creating unforgettable Caribbean charter vacations in the most sought-after destinations. Contact our team today. 

How much is a Caribbean yacht charter?

Caribbean luxury yacht charters with Northrop & Johnson start at US$50,000 per week, with the world’s finest superyachts costing in excess of 1 million per week. Contact our charter specialists today, and we would be delighted to help you plan and book a luxury yacht charter in the Caribbean. 

Caribbean or Bahamas yacht charter?

Whether you opt for a Caribbean or Bahamas yacht charter is a personal preference. Both destinations offer crystal clear waters, pristine beaches, exclusive beach clubs, award-winning restaurants, world-class golf courses, chic resorts, and a wonderfully warm climate year-round. 

For US charterers, a key allure of The Bahamas is its close proximity to the US, just 50 miles from the coastline of Florida. With quick and easy access to The Bahamas via commercial or private jet to multiple destinations in the US, you can be aboard your luxury Bahamas yacht charter quickly, eliminating wasted time traveling. 

If you want to charter a luxury yacht in The Bahamas or the Caribbean, contact the charter specialists at Northrop & Johnson.

What are the most desirable yacht features in the Caribbean?

Desirable yacht features for charterers in the Caribbean include large outdoor deck spaces to maximize time spent under the sun, as well as a good selection of water toys and fishing equipment. Other desirable features include stabilizers to enhance comfort both while cruising and at-anchor and staterooms with flexible configurations to accommodate various guests, especially for families on a multi-generational getaway.

Desirable Caribbean yacht charter features include: 

  • Yachts for charter with water slides
  • Yachts for charter with fishing equipment
  • Yachts for charter with zero-speed stabilizers
  • Yachts for charter with wheelchair accessibility
  • Family yachts for charters
  • Tri-deck yachts for charter
  • Flybridge yachts for charter
  • Yachts for charter with master cabin on the main deck
  • 30 meter/100ft yachts for charter
  • 45 meter/150 ft yachts for charter
  • 50 meter/160ft yachts for charter
  • 60 meter/ 200ft yachts for charter

What crew can I expect aboard my Caribbean yacht charter?

All Northrop & Johnson’s yachts for charter come with a highly professional crew ready to cater to your every need. The number of crew members will depend on the size of your motor yacht or sailing boat; however, you can expect, at a minimum, a captain, a stew or stewardess, a private chef, and a deckhand.

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Barefoot Yacht Charters

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Welcome to Barefoot Yacht Charters

The Barefoot Lifestyle – No Shoes, No Stress, No Mess

Neptune Fleet

Discover the epitome of seafaring indulgence with Barefoot Yachts’ Neptune fleet, meticulously outfitted and maintained for discerning adventurers. Our luxury comfort yachts redefine relaxation, boasting opulent amenities and spacious layouts, ensuring an unrivaled at-anchor experience. Immerse yourself in tranquility and luxury as you cruise the pristine waters of the Grenadines. On the other hand, our luxury performance fleet stands as a testament to superior sailing, designed to thrill and delight enthusiasts seeking exhilarating voyages. Sail with precision, power, and grace, embracing the wind and waves like never before, reveling in the exciting sailing conditions for which the Grenadines are famous. Barefoot Yachts, a boutique family-owned charter company, invites you to savor the finest in nautical luxury.

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Viewfinder 2020 Bali 4.1

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Ulysses Lagoon 42

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Sonhos Bali 4.4

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Sonder Seawind 1260

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Inconceivable Leopard 50

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Hearts Desire Lagoon 46

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AONYX O-Yacht 45

Navigator fleet.

Embark on a cost-effective voyage without compromising luxury aboard Barefoot Yachts’ Navigator fleet, featuring 5-year-old and older sailing yachts. Choose from our distinct categories: luxury comfort yachts, tailored for an idyllic at-anchor escape with opulent amenities, or luxury performance yachts, finely tuned to deliver thrilling and memorable sailing journeys. Experience the blend of affordability and elegance as you navigate the beautiful waters, soaking in the sunsets and salty breeze. Barefoot Yachts, a cherished boutique family-owned charter company, invites you to relish an unmatched balance of economy and indulgence on the high seas.

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Willow Dew Lagoon 39

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Pelican Pete Sun Odyssey 34

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Lady Di Oceanis 41

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Inordinate Venezia 42

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Betty Blue Beneteau 50

Fully crewed yachts.

Experience unparalleled opulence aboard A Barefoot Yachts’ fully crewed private luxury yacht charter, where desires are effortlessly met by an attentive crew dedicated to pampering guests with first-class service. Indulge in delectable gourmet meals prepared by your private chef and revel in the freedom to sail on your schedule. With over 32 years of navigating the Grenadines, Barefoot Yachts offers a unique understanding of the region, ensuring an exclusive journey through these breathtaking waters, enriched by their expert insight into the cruising grounds and the vibrant local culture.

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Rob Roy CATANA 531

Racing fleet.

Embark on a sailing adventure of a lifetime with Barefoot Yachts’ race charters in the Caribbean! Picture yourself on the tiller of a professionally maintained, high-performance sailboat, cutting through the azure waters of the Caribbean. Experience the exhilaration of competitive racing and join the ranks of international sailors, embracing the thrill of challenging race courses set amidst the incredible beautiful of these iconic islands. Revel in post-race festivities under starlit Caribbean skies, sipping fine local rums and dancing to the rhythm of this vibrant paradise. Unleash your inner competitive sailor and experience some of the best grand prix racing events in the world, with Barefoot Yachts.

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HAPPY Melges 20

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SMILE (#212) Melges 20

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SALT FISH J 24

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GONE C&C 30

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SEAPLANE Melges 32

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The Barefoot Lifestyle

Caribbean Bareboat Sailing Charters

At Barefoot, our philosophy is simple and our lifestyle is sweet. Through our commitment to you experiencing your ultimate vacation, clean sailing, our use of locally produced organic provisioning and our responsible operating practices, we hope to protect and enhance your experience while improving the world we share with all living things.

Driftwood Restaurant/Bar

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Driftwood Restaurant offers Mediterranean cuisine with a Caribbean flair, a stunning seaward view of Blue Lagoon and an intimate, air-conditioned lounge bar. We specialize in local, organically grown fruits and veggies.

Caribbean Bareboat Sailing Charter Videos

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Caribbean motor yacht.

Caribbean Crewed Motor Yacht Charters available from 50' to 446'

Caribbean Catamaran Yacht

Crewed Catamaran Charters available

from 38' to 113'

Caribbean Sail Yacht

Caribbean Sailing Charters available

from 44' to 289

Sneed Tropical Yacht Charters, a reputable independent charter booking service with a global presence, owns Caribbean Yacht Charters as a subsidiary. Sneed Tropical Yacht Charters' staff has more than 30 years of combined experience, and we'll keep personally inspecting yachts in the Caribbean to provide you with the greatest yachting vacation possible. Our website is continually getting fresh online brochures added. On the internet, we provide the most affordable prices! We have a one-of-a-kind collection of some of the most gorgeous Yachts in the world, each offering the height of luxury. On request, we can hold multi-day events and we specialize in catering to corporate chartering needs. We have a fleet of vessels at our disposal, ranging from tiny luxury motor yachts to Super Yachts. Since 1990, Sneed Tropical Yacht Charters has been a leader in the yachting sector, offering customers the broadest selection of crewed yachts in the most well-liked cruising locations on the planet.

Caribbean Yacht Charter: A Guide to Your Next Luxury Vacation

The Caribbean is a perfect destination for those looking to enjoy a luxurious and relaxing vacation. With crystal-clear waters, stunning beaches and warm weather all year round, the Caribbean is an ideal place to sail. One of the most popular ways to explore the Caribbean is by yacht charter. Whether you're looking for a sailing experience, a mega yacht, or a catamaran, the Caribbean has something to offer for everyone.

Catamaran charters are a popular option for those who want to experience the best of Caribbean sailing. These boats offer spacious living areas and comfortable cabins, making them an ideal choice for families or large groups. With their stable design, catamarans are also ideal for those who are looking for a smooth and comfortable sailing experience. They provide plenty of room for sunbathing and lounging, and their shallow draft makes them perfect for exploring secluded bays and coves. Sailing charters are a perfect choice for those who want to enjoy a more adventurous sailing experience. With the wind in your hair, you can sail from island to island, exploring some of the most beautiful destinations in the Caribbean. Many sailing charters come with a skipper and a crew, so you can sit back, relax and enjoy the sailing experience. With a sailing charter, you have the freedom to create your own itinerary and explore the Caribbean at your own pace.

Crewed yachts offer a unique and personalized sailing experience. With a dedicated crew on board, you can enjoy the ultimate in luxury and comfort. Crewed yachts come in all shapes and sizes, from small sailing boats to large mega yachts, so you can choose the perfect yacht for your needs. With a crewed yacht, you'll have access to a personal chef, bartender and concierge, so you can enjoy a completely hassle-free vacation. For those looking for the ultimate in luxury, mega yachts offer an unforgettable sailing experience. These magnificent boats come equipped with all the latest amenities, including spacious living areas, private cabins, a gym, and even a spa. With a mega yacht, you can sail to some of the most exotic destinations in the Caribbean and enjoy a truly unforgettable vacation.

Caribbean yacht charters offer something for everyone, from adventurous sailing experiences to luxurious mega yacht vacations. Whether you're looking for a catamaran, a sailing charter, a crewed yacht, or a mega yacht, the Caribbean has something to offer for everyone. So why not explore this stunning region and experience the ultimate in luxury sailing? Our mission is to match you with the ideal Caribbean Crewed Yacht Charter for this special trip. Your luxurious Caribbean yacht and the island you want to explore are both your choices. Consider what you want to see and do when you begin. Sneed Charters can assist you in having the most amazing holiday.

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Fully-Planned and Personalized Yacht Charters

Embark on an adventure where we ensure every moment is a masterpiece., adventures where every moment is a masterpiece, featured yachts.

Private Luxury Yacht Charters

52′ Catamaran – 8 Guests

$31,000 – $40,000 per week (inclusive)

Private Luxury Yacht Charters

Location 5.4

54′ Catamaran – 8 Guests

$26,700 – $34,000 per week (inclusive)

Private Luxury Yacht Charters

August Maverick

92′ Sailing Yacht – 12 Guests

$34,000 – $44,000 per week (inclusive)

Private Luxury Yacht Charters

90′ Power Yacht – 6 Guests

$36,000 – $46,000 per week (inclusive)

Doug Tibbs

How planning with Canvas works

We learn about you.

First, we listen to you and ask questions about your dream escape.

We do the leg work

You don’t do the searching with us. We bring all the options to you.

We share the results

We show the best yachts and crews, and help you pick your match.

You get ready to go

Once you book, we prepare, and you just remember the sunscreen.

Top Destinations

Private Luxury Yacht Charters

The Bahamas

Explore the islands, swim in the crystal clear water, and walk on the beautiful white sand beaches.

Private Luxury Yacht Charters

British Virgin Islands

There are endless possibilities
with over 60 islands filled with experiences waiting for you.

Private Luxury Yacht Charters

US Virgin Islands

No matter who you are traveling with, everyone will find something to enjoy on the USVI.

Private Luxury Yacht Charters

Stunning white-sand beaches, turquoise Caribbean waters, and a rich cultural tapestry.

Private Luxury Yacht Charters

Lush tropical landscapes, vibrant marine life, and a unique blend of French and Caribbean cultures.

Private Luxury Yacht Charters

Enjoy nearly 24 hours of daylight while watching humpback whales or kayaking along the glaciers!

Private Luxury Yacht Charters

From shopping to island hopping to nightlife, there is never a dull moment in Florida!

Private Luxury Yacht Charters

New England

Explore New England’s picturesque coastline, historic towns, and scenic beauty.

What people are saying

“Canvas Yacht Charters and Doug are a pleasure to work with. Doug’s follow-up skills are remarkable and attention to detail are bar none. I very rarely leave reviews, but I can, without a doubt, recommend Canvas and Doug to everyone I know. Thanks again D!”
“We recently celebrated our 25th anniversary with three other couples, our dearest friends, on a week-long sailing charter. The trip was arranged by Doug Tibbs at Canvas Yacht Charters, and his assistance was invaluable every step of the way. He listened to our dreams for the trip, the things we were really hoping for and things we wanted to avoid, non-negotiates and crazy ideas, and he filtered them all to present us with several charter options, any one of which would have been wonderful, but we ended up on Ghost. Doug’s attention didn’t stop with the booking. He made sure we were kept aware of various important deadlines, including changes related to covid, connected us with the crew and conveyed to them all our preferences, and was available throughout to answer our big and small questions. This was truly the trip of a lifetime for every one of us onboard—the boat, the crew, the sailing, the food, the adventure. So many thanks to Doug for his care to make it everything we dreamed it could be—and we are already hoping to plan a repeat trip for next year!”
“It’s not often that I end up leaving a review for a service I didn’t end up booking, but the super customer service I received from Heather at Starrluxe definitely merits noting. From the first step in the process, she was helpful, professional, and extremely accommodating despite a difficult itinerary and an expedited time frame. She provided excellent options and went out of her way to address our every requirement. I deeply regret that our travel plans changed and we weren’t able to finalize our charter, but I greatly look forward to working with Starrluxe again in the future. Highly recommend!”
“Enjoyed working with Doug. He was attentive to our needs/desires. Got us a great boat with a great crew. He even got us a price reduction. I will look forward to working with him again.”
“Doug and his team helped us book a trip in two days for the following week. Great communications and expectation setting, which helped make the trip successful. We will recommend them to family and friends for their trips. -Cheers, John”

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All-Inclusive Crewed Yacht Charters

It's time to getaway relax escape cruise, all inclusive crewed yacht charters, british virgin islands | bahamas | st. martin | st. barts | the grenadines.

52' Liquid Zen all inclusive private charter in the BVI

Starting at $31,000 p/wk

Charter Catamaran ADAGIO Accommodates 8 guests in 4 cabins. All Inclusive week charters in the BVI starting at $25,000. Captain & Chef Onboard.

Starting at $25,000 p/wk

Charter Catamaran SEMPER FIDELIS Accommodates 8 guests in 4 cabins. Bahamas Charters starting at $52,000. Captain and Chef Onboard.

Semper Fidelis

Starting at $52,000 p/wk

All inclusive crewed yacht charters in the caribbean sheer yachting

Starting at $23,000 p/wk

ALL INCLUSIVE

Crewed caribbean yacht charters, sheer yachting is a no charge booking concierge service for all-inclusive private, crewed yacht charters in the caribbean. each yacht has a permanent crew of at least 2 (captain & chef) or more depending on the size and amenities available onboard. your crew provides top luxury service, prepares all meals, and handles the yacht’s course. the knowledge of these experienced crew members make all the difference when perfecting a yacht vacation., sheer luxury, in any destination, from the alluring waters of the british virgin islands to the volcanic peaks of the grenadines, our crewed caribbean yacht charters are available wherever your bucket list takes you., what to expect, on your crewed charter yacht, our luxury charter yachts in the caribbean bring you an ultimate, all-inclusive vacation aboard your own private yacht. each of our boats is complete with a professional captain and gourmet chef. enjoy spacious accommodations, personalized itinerary, and premium amenities for your closest friends and family..

Professional licensed captain onboard all charter catamarans in the BVI. Charter a yacht with Captain

Many yacht rentals in the Caribbean rely heavily on charter yacht brokers, like Sheer Yachting, to book charters and handle the entire booking process. Finding an experienced and professional yacht charter broker is key, and this service comes at absolutely no charge to you!

Your sheer yachting charter broker, michelle, will facilitate the entire booking process between you and the caribbean yacht charter of your choice. with hundreds of yachts throughout the area to choose from, your broker’s extensive insight is pertinent to finding the perfect crewed charter yacht for your needs., check out our blog ....

crewed yacht charter frequently asked questions

Where to Charter in the Caribbean

Catamarans vs. Motor Yachts: What’s the Difference?

Catamarans vs. Motor Yachts: What’s the Difference?

choosing the right yacht crew for your charter vacation

The Importance of Finding the Right Crew for Your Charter Yacht Vacation

Booking is easy, with sheer yachting, find your yacht.

Let us know what you're looking for and we will find you the perfect match! We will contact the yachts to confirm pricing & availability.

Lock in your Dates

Reserve your charter dates by telling your broker to place a complimentary 10 day hold on the yacht of your choice.

sign a contract

Confirm your charter by signing a standard charter agreement and paying a 25% deposit. Then, do you happy dance; you're booked!

Get ready to go!

Fill out a preference sheet provided by your broker so your crew can stock the yacht with all of your favorite foods & drinks!

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Caribbean Crewed Yacht Charters

Welcome to Caribbean Crewed Yacht Charters

Book an awesome vacation today

Caribbean Crewed Yacht Charters provide the Ultimate Luxury Vacation

Caribbean Crewed Yacht Charters provide the ultimate luxury vacation aboard a private yacht. A professional captain and chef will tend to your every need. For the best Caribbean vacation book a boutique hotel afloat with Caribbean Crewed Yacht Charters. Most importantly we have an amazing selection of yachts that come with professional crew to look after you. Furthermore we can help you plan your destination and find the best yacht that suits your needs.

Besides that, no previous sailing experience is required. That is to say that your crew will look after you and your private yacht. In addition if you’re unsure as to the type of yacht you would like to charter for your vacation we can help you. Above all we have a great selection of  Catamarans , Motor Yachts, Power Catamarans and Sailing Yachts. Similarly we also have some amazing Superyachts available for charter.

Most importantly, our staff have a minimum of 15 years experience in the industry. That is to say we have the knowledge to offer unbiased advice. Above all we look forward to listening to your vacation requirements. As a result we will recommend yachts with professional crew that will meet your requirements. After that we will assist you throughout the charter booking process. Most importantly, we are available during your charter to assist you in any way.

So let us help you find the perfect yacht for your best vacation ever. Our advice is FREE!

WHAT IS A CARIBBEAN CREWED YACHT CHARTER?

What is a Caribbean Crewed Yacht Charter?

A crewed yacht charter is the best way to experience the finest destinations in the Caribbean, from the Grenadines to the Virgin Islands.  Explore with a private yacht and experienced professional captain and personal chef who will satisfy your every request.

DESTINATIONS

St Barths Yacht Charter

Caribbean Crewed Yacht Charters can help you select the perfect yachting destination for your Caribbean sailing vacation. Our team will share their intimate knowledge on all of the Caribbean islands, which has been gained over the years of living and working throughout the Caribbean.  Therefore we offer our free advice so that you can choose the Caribbean island that best suits your needs for that perfect vacation. Regardless of what type of vacation you prefer there is a Caribbean island waiting for you to explore.

St Barths Yacht Charter

St Barths Yacht Charter is perfect if you want to maximize your time ashore during your vacation and you enjoy a lively chic vibe. Saint Barthelemy often referred to as the St Tropez of the Caribbean offers chic bars and restaurants and luxury designer stores. Therefore this chic French West Indies Island is certainly the place to celebrity spot during your vacation. Chill out and enjoy a delicious glass of chilled French wine as you people watch. Most importantly this tiny island offers a multitude of restaurants and bars to visit during the evening. With fantastic beaches offering kitesurfing on the windward side of the island, to sheltered beaches offering Seabob rental on Shell beach near to Gustavia. In addition Colombier on the northern coast, which is simply stunning and only accessible via your charter yacht. Therefore, take a closer look at   St Barths to find out more information about this amazing Caribbean yachting destination.

Discover the Virgin Islands

Discover the Virgin Islands on a Crewed Yacht Charter. That is to say that you can combine both a BVI and USVI Yacht Charter to get the best of both worlds on your vacation. Find out more about  Island Hopping  in the Caribbean for an amazing adventure afloat.

BVI Yacht Charter

BVI Yacht Charter offers an awesome vacation for families, couples and groups of friends. Most importantly regardless of whether you want a quiet vacation exploring unspoiled white sandy beaches or visiting local beach bars and dancing beneath the stars the BVI can deliver the perfect vacation for you. The British Virgin Islands are made up of a number of tiny Caribbean islands that offer semi-sheltered sailing, which is fantastic especially when the Christmas Trade Winds are blowing during the winter months. Therefore, let Caribbean Crewed Yacht Charters provide you with more information about a  BVI Yacht Charter .

USVI Yacht Charter

USVI Yacht Charter gives you a chance to explore the stunning laid-back island of St John. That is to say that this island never disappoints with its stunning white sandy beaches, palm trees and crystal blue seas. Therefore you can swim with turtles straight from your yacht in Maho Bay, it’s awesome! In addition you can hike around some of the many trails on St John and visit the Annaberg Sugar Plantation. Furthermore the island even has wild donkeys and deer strolling around. Find out more information about what a  USVI Yacht Charter  has to offer you and your family and friends for that ultimate vacation to the Virgin Islands.

Windward Islands

Windward Islands start at Martinique and include the islands of St Lucia, St Vincent and the Grenadines and Grenada. Therefore we can help tailor the perfect itinerary for you to cruise around the stunning Grenadines.

Grenadines Yacht Charter

Grenadines Yacht Charter you can visit the famous island of Mustique where the rich and famous own luxury villas, Tobago Cays where you can swim with turtles from your luxury yacht and the beautiful island of Bequia. Read more about what a  Grenadines Yacht Charter  has to offer, for that perfect vacation.

St Lucia Yacht Charter

St Lucia Yacht Charter provides the opportunity to sail to the awesome Pitons. The Pitons are two giant volcanic mountains towering out of the Caribbean Sea. Most importantly your charter yacht can moor in-between the Pitons for an amazing experience. In addition St Lucia is also blessed with many waterfalls and is home to the famous Hotel Chocolat . Therefore you can visit this working cocoa plantation and sample their delicious hand made chocolates, how good is that! Explore what a  St Lucia Yacht Charter  has to offer and read more about this stunning tropical island in the Caribbean.

Grenada Yacht Charter

Grenada Yacht Charter enables you to visit this unique island often referred to as Spice Isle due to the vast quantity of Nutmeg and spices grown on this lush tropical island. Most importantly this Caribbean island is blessed with numerous waterfalls, lakes, and rum distilleries.  After that Grenada is also famous for its amazing flora and fauna and the island frequently wins a Gold award at the famous Chelsea Flower Show held annually in London. In conclusion this Caribbean island is stunning. Therefore discover what a  Grenada Yacht Charter  has to offer you for that ultimate vacation to paradise!

Martinique Yacht Charter

Martinique Yacht Charter provides the opportunity to explore this amazing island. That is to same that this island offers both fantastic French cuisine and wines ashore, lots of locally grown produce, and great beaches. Above all offering stunning anchorages in Saint Pierre, Anse Mitan, Grand Anse d’Arlet, Marin and Saint Anne there’s so many bays to explore. In addition the scuba diving and snorkeling is awesome! Therefore if you love to explore ashore and enjoy delicious French cuisine at extremely reasonable prices then a yacht charter to Martinique is for you. Finally, find out more information here about a  Martinique Yacht Charter  you will be amazed at what this Caribbean island has to offer.

Leeward Islands

Leeward Islands include Anguilla, St Martin, St Barths, Antigua and Barbuda, St Kitts and Nevis, Guadeloupe and Dominica. Likewise each island has so much to offer on a Caribbean Crewed Yacht Charter.

Anguilla Yacht Charter

Anguilla Yacht Charter enables you to explore miles of white sandy beaches on this coral atoll. Therefore, discover more about an  Anguilla Yacht Charter  and what this stunning island has to offer. Likewise the neighboring island of St Martin on the French side of this shared French/Dutch Island offers fantastic French restaurants. For examples Grand Case which is located directly on a stunning white sandy beach boasts a main street which is lined with bars, restaurants and art galleries. Therefore for a perfect vacation you can combine a visit to St Barths , Anguilla and St Martin on the same trip. To sum up we can help you plan this great adventure. Finally, find out more about   Island Hopping  in the Caribbean for that ultimate vacation.

Antigua Yacht Charter

Antigua Yacht Charter offers the famous Nelsons Dockyard at English Harbour to explore. After that Five Islands located on the west side of Antigua near to Jolly Harbour. In addition to escape to turquoise waters visit the beautiful Green Island on the east coast of Antigua. Similarly the neighboring island of Barbuda offers miles of deserted beautiful white sandy beaches to explore. Discover more about an  Antigua Yacht Charter  and what this yachting destination has to offer.

St Kitts Yacht Charter

St Kitts Yacht Charter enables you to visit both the mainland of St Kitts and the stunning neighboring island of Nevis. Similarly both islands offer fantastic golf courses that you can visit and pay to play. In addition both islands offer pretty anchorages where you can explore Brimstone Fort on St Kitts or visit Admiral Lord Nelson’s marriage site on Nevis. Most importantly beach bars are plentiful on both islands offering fantastic rum drinks. For example on St Kitts you have the trendy Salt Plage part of the new Christophe Harbour development. Salt Plage is the perfect sundowner spot offering unprecedented sunset views. Therefore, find out more about a  St Kitts Yacht Charter  and what the stunning Caribbean island of Nevis has to offer you.

Guadeloupe Yacht Charter

Guadeloupe Yacht Charter offers both the main island with some great anchorages to explore like Deshaies, Pigeon Island and Pointe-a-Pitre.  Most importantly Pigeon Island is home to the famous Jacques Cousteau’s Underwater Reserve. Therefore you can enjoy awesome scuba diving. In addition you can explore the stunning islands of Isle des Saintes often referred to as the St Barths of 30 years ago are located just to the south of Guadeloupe. Discover more about a  Guadeloupe Yacht Charter  to plan your vacation to paradise.

Dominica Yacht Charter

Dominica Yacht Charter provides you with the opportunity to explore this stunning island. Firstly Dominica is renowned for its citrus fruits that it supplies to other islands throughout the Caribbean chain. Consequently this tropical island has numerous waterfalls, historic buildings and awesome scuba diving. However Dominica is also famous for its Whale Watching. That is to say that Sperm Whales mate and rear their calves in the deep safe waters surround this Caribbean island. Find out more about a  Dominica Yacht Charter we can help you plan your trip of a lifetime to this enchanting Caribbean island.

Island Hopping Yacht Charter

Island Hopping Yacht Charter enables you to fully explore the amazing islands of the Caribbean. Caribbean Crewed Yacht Charters will help you select your Caribbean islands and plan your itinerary. Most importantly, we have an extensive knowledge of all of the Caribbean islands that you can visit and our advice is free! Therefore instead of visiting one Caribbean destination you can enjoy Island Hopping instead.  

For instance in the Leeward Islands you can join your crewed charter yacht in Sint Maarten after that visit St Barths , followed by Anguilla before you return to Sint Maarten. Similarly for a Windward Islands trip you can depart from St Lucia then cruise around the Grenadines and finish your vacation in Grenada. Finally in the Virgin Islands start your trip in the US Virgin Islands of St Thomas, then visit St John before cruising the British Virgin Islands and then finish your vacation in St Thomas.

In conclusion there are so many combinations available and we can help you plan your trip, so that you can enjoy the best vacation ever Island Hopping throughout the Caribbean!

Book your Caribbean Vacation today

Book your Caribbean vacation today! Click on the photographs above and discover what each amazing Caribbean island has to offer for your next adventure afloat with Caribbean Crewed Yacht Charters.

Caribbean Catamaran Yacht Charter

Caribbean Crewed Yacht Charters are here to help you select the perfect yacht to suit your family vacation, your fun trip with a group of friends, or a romantic getaway for two.

That is to say you may already know the type of yacht that you would like to charter. A Motor Yacht, Catamaran, Sailing Yacht, Power Catamaran, Classic Yacht or a Superyacht. Above all we can recommend a hand-picked selection of yachts for you to check out, so that you can select the perfect yacht and crew for your vacation.

Most importantly we are based in the Caribbean and we are constantly refreshing our local knowledge with regards to the professional crew that look after the yachts. Therefore we can recommend and dovetail the yacht and crew that will best suit your group to ensure that you have the perfect vacation afloat.

Motor Yacht Charter

Motor Yacht Charter offers the luxury of a boutique hotel afloat. Above all Motor Yachts offer more watersports equipment including jet-skies, waterskiing, wake boarding, tubing, SUPs, and kayaks. Therefore this type of yacht is perfect for a group of friends. Discover more about a  Motor Yacht Charter  as this type of yacht offers lots of fun for everyone!

Catamaran Yacht Charter

Catamaran Yacht Charter is a great family vacation option, or works well for a group of friends looking to share the cost of their vacation. Most importantly the majority of Catamarans offer similar cabins so it is easy for a group of friends to enjoy a fun time afloat on this type of yacht – without arguing about who gets the master cabin! In addition Catamarans offer twice the amount of space both above and below the water. In other words this means a great selection of watersports equipment including SUPs, tubing, waterskiing, wakeboarding, and kayaks. Likewise most Catamarans offer free Scuba Diving for certified divers and some offer tuition aboard for a nominal charge. After that we even have yachts offering Kitesurfing. Therefore find out more about what a  Catamaran Yacht Charter  has to offer.

Power Catamaran Yacht Charter

Power Catamaran Yacht Charter has become very popular as these yachts combine the benefits of both a Motor Yacht and a Catamaran. Therefore they offer twice as much space with the speed of a motor yacht. Find out more information about a  Power Catamaran Yacht Charter  this type of yacht is being extremely popular throughout the Caribbean.

Sailing Yacht Charter

Sailing Yacht Charter is the classic monohull yacht charter. Above all these yachts offer great family fun especially if you’d like your kids to learn about sailing. Similarly they are also great for couples especially for a honeymoon or romantic getaway. However Sailing Yachts offer less space so consequently they cannot offer as many watersports as a Catamaran. Most importantly they do however offer silence! Therefore you will glide through the Caribbean Sea with just the wind to power you aboard your very own private yacht. Why not discover more about a  Sailing Yacht Charter  this type of yacht can explore the whole Caribbean island chain.

Classic Yacht Charter

Classic Yacht Charter is for the connoisseur who enjoys sailing a monohull but prefers the ‘olde world’ charm of a classic wooden hull sailing yacht. Most importantly we have a selection of stunning classic beauties for your vacation to the Caribbean. Find out more about a  Classic Yacht Charter  and enjoy a unique sailing experience in the Caribbean.

Superyacht Charter

Superyacht Charter offers the ultimate in a luxury vacation afloat. Superyachts are defined as yachts that are greater than 100ft in length. Therefore they can be Motor Yachts, Sailing Yachts, Catamarans or Power Catamarans. We have a selection of amazing yachts available for luxury yacht charter. Most importantly Superyachts provide enhanced watersports equipment and some yachts even offer toys like a waterslide or climbing wall. In addition your yacht will also offer a luxury tender to take you ashore. Discover the ultimate vacation aboard a Superyacht Charter our specialist team are ready to help you plan your vacation of a lifetime.

Book your Luxury Crewed Yacht Charter today

Book your Luxury Crewed Yacht Charter today. Caribbean Crewed Yacht Charters can recommend the perfect yacht for your next Caribbean vacation. Contact us today our advice is FREE!

What our clients say

We had the most awesome vacation ever in the Grenadines. Thanks for recommending the best yacht with fantastic crew!
The Virgin Islands are still our favorite spot and despite the hurricanes we had an awesome adventure. Glad we returned to sail in paradise. We'll back next year to book with you again.

Read about Caribbean Crewed Yacht Charters and how our experienced team can help you book the perfect vacation in paradise!

Caribbean Crewed Yacht Charters

caribbeancrewedyachtcharters

Caribbean Crewed Yacht Charters sepcialize in arranging luxury yacht charters throughout the Caribbean. We can help you choose your dream yacht

yacht vacations caribbean

yacht vacations caribbean

The best Caribbean cruise for every type of traveler

Gene Sloan

There is no shortage of choices for a cruise to the Caribbean — the most popular place in the world for cruising. More than 200 cruise ships spend at least part of every year in the region. Cruise-selling websites list thousands of individual Caribbean sailings.

This can be great news for would-be Caribbean cruisers, but it also can be overwhelming. With so many options, where do you even begin? Which one of these ships and sailings is the best?

We get the latter question a lot — and we always answer the same noncommittal way: It depends. The best ship and sailing in the Caribbean for whom? The best for us? The best for you? The best for your kids?

For more cruise news, reviews and tips, sign up for TPG's new cruise newsletter .

When picking the best cruise in the Caribbean, as with choosing the best cruise anywhere, a lot comes down to tastes and preferences. Some people love the big-resort feel of the biggest-of-big ships . Others are horrified by the very idea of them. Some people demand (and are willing to pay for) the highest levels of luxury . Others are on tight budgets. The best cruise for a family with kids isn't necessarily the same as the best cruise for a couple looking for romance.

What kind of cruiser are you? It's important to think that through before narrowing down your choices.

The bottom line is that the best Caribbean cruise for you depends a lot on your travel style. Below, we'll help you narrow the choices by looking at Caribbean cruises by broad category type. The good news is that in the Caribbean, at least, there really is something for everyone.

Best Caribbean cruise for megaresort fans: Royal Caribbean

yacht vacations caribbean

If your idea of a great vacation is a week at a big, bustling resort filled with every sort of amusement known to humans, you'll probably want to start your Caribbean cruise search with a look at the biggest vessels from lines like Royal Caribbean.

If "more is better" is your mantra, skip the search and look up Icon of the Seas . At 248,663 gross tons, the 20-deck-high vessel is the biggest cruise ship in the world. No ship in the Caribbean is quite like it.

Some of Icon of the Seas' wow factors include an incomparably massive water park with six waterslides, a cantilevered infinity pool, a huge glass dome encompassing an indoor AquaTheater for acrobatic and diving shows, and innovative new cabin and suite layouts for families.

yacht vacations caribbean

Royal Caribbean offers seven-night Eastern and Western Caribbean sailings departing from Miami aboard Icon of the Seas through April 2026.

Eastern Caribbean itineraries vary but include stops at St. Maarten; St. Thomas; Nassau, Bahamas; Basseterre, St. Kitts and Nevis; San Juan, Puerto Rico; and the line's private island Perfect Day at CocoCay in the Bahamas. At the time of publication, prices for the seven-night Eastern Caribbean cruise started from $1,619 per person.

Western Caribbean ports of call include Costa Maya and Cozumel, Mexico; Roatan, Honduras; Nassau; and Perfect Day at CocoCay. Prices start from $1,579 per person, based on double occupancy, not including taxes and fees.

With at least two sea days per sailing, passengers will have ample opportunity to explore all the attractions the ship has to offer.

Related: Yikes, does Royal Caribbean's new Icon of the Seas really cost that much?

Best Caribbean cruise for families: Disney Cruise Line

yacht vacations caribbean

In the family cruise arena , it's hard to top Disney Cruise Line . As you might expect, the line caters heavily to families in every aspect of the cruise experience — from onboard attractions to family-friendly cabin configurations.

Disney's attention to detail transfers to its voyages on the sea. Kids receive the royal treatment with high-quality kids clubs and onboard attractions like the 765-foot-long AquaDuck water coaster. Plus, they have plenty of opportunities for photo ops with their favorite Disney characters.

Parents will find opportunities to unwind at adults-only sun decks and pool areas that are closed to kids; there are also bars and clubs that are off-limits to anyone younger than 18.

Additionally, many cabins on Disney's ships feature extra pull-down bunks and pull-out sofas that will allow four or even five people to stay in a single cabin. Most cabins have two bathrooms — one with a sink and a toilet, and one with a sink and a shower or tub. This is rare in the cruise world, and it's designed to make it easier for families sharing a room to get ready.

yacht vacations caribbean

For family fun on the high seas, try a seven-night Western Caribbean cruise aboard Disney Fantasy. Departing from Port Canaveral, the ship stops in Cozumel; George Town, Grand Cayman; Falmouth, Jamaica; and Castaway Cay , Disney's private island.

Also, depending on the time of year you sail, you can enjoy special onboard activities and events for Halloween or Christmas.

Prices start from $1,736.50 per person, based on double occupancy, including taxes, fees and port expenses.

Related: The ultimate guide to Disney Cruise Line ships and itineraries

Best budget Caribbean cruise: Carnival Cruise Line

yacht vacations caribbean

The undisputed leader in the Caribbean cruise market when it comes to affordability is Carnival Cruise Line . Not only does Carnival offer lower fares than you'll find at most rival lines, but it also purposely deploys its Caribbean-focused vessels to a wider variety of U.S. home ports than any other line. The idea is that a large percentage of the U.S. population can reach a Caribbean-bound Carnival ship by car, saving the cost of flights.

Related: The ultimate guide to Carnival Cruise Line ships and itineraries

Carnival ships are packed with fun-focused attractions, including multiple pool areas, water parks with waterslides, basketball courts, miniature golf courses and even roller coasters on select ships .

The cruise line is known for its multitude of included-in-the-fare dining spots. Every vessel has two main dining rooms and a casual buffet eatery. Most ships feature two of the best quick-serve poolside dining venues you'll find on mass-market ships at sea: BlueIguana Cantina for burritos and tacos, as well as Guy's Burger Joint.

Carnival ships sail to the Caribbean from all the major Florida cruise hubs but also from ports as far-flung as New York City; Baltimore; Charleston, South Carolina; Norfolk, Virginia; Mobile, Alabama; New Orleans; and Galveston, Texas.

The line's 10-day Eastern Caribbean sailing from New York City on Carnival Venezia is a solid choice for budget-minded travelers seeking an affordable Caribbean escape. Passengers can swim with graceful stingrays in Gibbs Cay or tour historic Cockburn Town during a port call in Grand Turk, Turks and Caicos. In Amber Cove, Dominican Republic, you can take an exciting all-terrain-vehicle tour through the lush backcountry.

Year-round sailings in 2024 offer ample itineraries to fit your schedule and budget. Rates start from $469 per person, based on double occupancy for a 10-night sailing. Fares don't include taxes, fees and port expenses.

Related: 6 ways to get a deal on a cruise

Best Caribbean cruise for solo travelers: Norwegian Cruise Line

yacht vacations caribbean

When it comes to catering to solo cruisers, the king of the hill in the Caribbean is Norwegian Cruise Line — at least among the big-ship lines. The Miami-based cruise operator in 2010 began adding entire zones for solo travelers to the center of every new ship it deployed to the region.

You'll now find these zones on Caribbean-focused vessels like Norwegian Encore, Norwegian Breakaway, Norwegian Getaway, Norwegian Epic and Norwegian Prima. Each of these solo cruiser zones, which are unrepeated in the industry for now, includes dozens of cabins for solo travelers, all clustered around each other. There is also a private lounge with a bar and a TV where solos can mingle at daily hosted happy hour gatherings.

Known as Studio cabins, the tiny solo rooms in these complexes measure just 100 square feet, but they're superbly designed to maximize storage space. The cabins' futuristic "Jetsons"-like design and the multicolored mood lighting are particularly noteworthy.

Related: These 8 cabins are great for travelers cruising alone

One big caveat with Norwegian's solo cabins: They're mostly "inside" rooms without an ocean view. That said, most of these interior-facing cabins have a window that looks out onto a corridor. Another downside is that these solo cabins are so popular that they often sell out far in advance at prices not much better than booking a cabin for two.

yacht vacations caribbean

Single cruisers seeking some extensive rest and relaxation should consider the "10-day Bermuda & Caribbean: Puerto Rico & Dominican Republic" cruise out of New York City on Norwegian Getaway.

The 3,963-passenger ship is chock-full of restaurants, bars, nightlife spots and fantastic entertainment, including Broadway shows. With Norwegian's laid-back dining plan, solo travelers aren't locked into set dining times and table mates, so they can invite newly made friends to dinner at a time convenient to everyone.

Bermuda is the first stop on this six-port sailing. From there, the ship visits St. Maarten, St. Thomas, San Juan and Puerto Plata, Dominican Republic.

Rates for a Studio cabin start from $1,499, excluding taxes, fees and port expenses.

Related: The best credit cards for booking cruises

Best Caribbean cruise for luxury lovers: Windstar Cruises

yacht vacations caribbean

For those who wouldn't be caught dead on a vessel that doesn't have butler service and free-flowing caviar, the Caribbean can be a tough spot. Many of the world's most luxurious cruise ships spend a lot of time in Europe and Asia or gallivanting around the globe on exotic world cruises . For some luxury lines, the Caribbean is almost an afterthought.

Also, you'll usually only see luxury sailings in the Caribbean during the winter months — from December through March. For luxury cruises in the Caribbean, the period between April and October is pretty much a dead zone.

However, if an upscale cruise experience is what you seek, Windstar Cruises can deliver. The line's seven-night "Classic Caribbean" itinerary aboard Wind Surf should be on your radar.

Windstar Cruises specializes in small ships carrying between 148 and 342 passengers each. The line calls them yachts, but the ships are structured more like tiny cruise ships with indoor lounges and communal dining rooms.

The 342-passenger Wind Surf features six decks, five masts and four types of cabins (all with windows only, no balconies). Accommodations range from 188-square-foot regular cabins to 376-square-foot suites.

yacht vacations caribbean

Windstar Cruises ships also include a water sports platform. On select days when the ship is anchored (not docked at a pier) — and the weather, government regulations and planets align — passengers can enjoy various water sports like stand-up paddleboarding, kayaking and swimming right off the back of the ship. You can also lounge on a float or admire the glittering, yacht-dotted harbor from a large foam flotation island.

Wind Surf is also home to multiple dining venues, a pool and hot tubs, a boutique, a spa and a fitness center.

The seven-night Classic Caribbean itinerary begins and ends in St. Maarten. It features sun-kissed beaches, secret coves and gin-clear waters in idyllic ports of call like St. Barts, St. Kitts and Nevis, Guadeloupe, Dominica and St. Lucia.

All-inclusive rates start from $2,622 and cover Wi-Fi, gratuities and unlimited beer, wine and cocktails. Cruise-only rates start from $1,999 (and exclude taxes, fees and port expenses).

Related: The 2 classes of Windstar ships, explained

Best adults-only Caribbean cruise: Virgin Voyages

yacht vacations caribbean

Richard Branson-backed Virgin Voyages appeals to vacationers averse to the traditional cruising experience who crave a hip, party atmosphere. Ships are blissfully void of children — cruisers must be over 18 — making it a prime choice for an adults-only cruise.

Virgin has unique onboard offerings like the first tattoo parlor at sea , lots of included dining options, free exercise classes and an app that lets you simply shake your phone to order Champagne (which is delivered to you just about anywhere on board). Also, fares include all meals, soda, basic Wi-Fi and crew gratuities.

Virgin's first vessel, Scarlet Lady, launched in late 2021. The line added Valiant Lady and Resilient Lady in 2022 and 2023, respectively. The debut of the line's fourth ship in the fleet, Brilliant Lady, has been delayed until September 2025 .

Ships are filled with stylish, adult-oriented bars promising a hopping scene late into the night, as well as hipster venues like a colorful karaoke lounge. Onboard entertainment is inventive and often edgier than what you might see on traditional cruises.

Cabins sport a minimalist look with futuristic touches, and suites exude a rock 'n' roll vibe with in-room turntables and peekaboo showers.

The line's "Dominican Haze" five-night itinerary to Bimini, Bahamas, and Puerto Plata sails out of Miami on the 2,770-passenger Scarlet Lady. With two sea days, the sailing offers a good mix of onboard activities and port-of-call exploration. Party by the pool or swim with stingrays during your day at Virgin Voyages' Bimini Beach Club . Chill out on a powder-white beach or go waterfall hunting in the jungle in the Dominican Republic.

Rates start from $913.75 per person, based on double occupancy (excluding taxes and fees).

Related: Virgin Voyages cruise cabins and suites: Everything you want to know

Best Caribbean cruise for couples: Holland America

yacht vacations caribbean

Holland America offers spacious midsize vessels that carry no more than 2,700 passengers, providing a relaxed and intimate cruising experience ideal for pairs seeking quality time at sea.

Caribbean-craving couples will be sated with the nine-day "Southern Caribbean Seafarer" cruise sailing out of Fort Lauderdale aboard Rotterdam. The 2,650-passenger ship, which debuted in 2021, is Holland America's newest.

In addition to a main restaurant and casual buffet, Rotterdam features five separate specialty dining venues — everything from a pan-Asian eatery to an upscale steakhouse. Extensive onboard entertainment includes clubs featuring blues and classic rock, as well as various musical performances in the main theater. Cultural programming, pickleball lessons, and food and wine tastings are among the complimentary activities available.

Of course, relaxing by the pool and indulging in a restorative spa treatment are also options.

On the Southern Caribbean Seafarer cruise, couples can visit Curacao, Aruba and Half Moon Cay, the line's private island in the Bahamas. An overnight stay in Curacao allows cruisers to dive deeper into the island's history, culture and natural lures. Aruba offers diversions below and above the water, from submarine tours and snorkeling to hikes and off-roading adventures. The stop at pristine Half Moon Cay provides an easy and relaxing beach day.

Rates start from $799 per person, based on double occupancy (excluding taxes and fees).

Planning a cruise? Start with these stories:

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  • The ultimate guide to what to pack for a cruise
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The Ritz-Carlton Yacht Collection Welcomes Its Second Cruise Ship

The Ritz-Carlton Yacht Collection Ilma

Ilma. Photo: The Ritz-Carlton Yacht Collection

Ilma, the second cruise yacht in The Ritz-Carlton Yacht Collection’s fleet, officially began sailing this week when it embarked on its inaugural voyage out of Monte Carlo.

“It is with immense pride and excitement that we welcome Ilma to our growing fleet,” said Jim Murren, executive chairman and CEO of The Ritz-Carlton Yacht Collection.

“Ilma brings the exceptional luxury accommodations and personalized service for which The Ritz-Carlton brand is renowned to the sea, further redefining the standards in the luxury industry,” added Jenni Benzaquen, senior vice president of The Ritz-Carlton, St. Regis, and Bvlgari Hotels and Resorts.

Ilma, named after the Maltese word for “water,” measures 790 feet and offers 224 spacious suites, all with private terraces. The yacht offers five dining venues, a refreshed in-suite dining program, seven bars, and a signature wine vault.

Highlights include two dining venues conceptualized by MICHELIN-starred restaurant chefs Fabio Trabocchi and Michael Mina.

The Beach House onboard The Ritz-Carlton Yacht Collection's Ilma

One of these is the Beach House, designed by Toronto-based luxury design firm Chapi Chapo, which offers 180-degree views of the sea. The beach club-inspired venue draws from Peruvian and Pan-Latin cuisine, blending globally influenced flavors in a relaxed yet upscale atmosphere. The menu, developed in collaboration with James Beard Award-winning chef Mina, is inspired by the bold, fire-born flavors of South and Central America while highlighting ingredients from the Caribbean.

A signature space across The Ritz-Carlton Yacht Collection fleet, Ilma debuts an extensive Marina and Marina Terrace, featuring large glass windows that draw in natural light, side doors that open and float above the water, and a hydraulic platform that connects guests directly with the sea when the yacht is at anchor.

Deck 10 features an open-air space for live entertainment and sunbathing, complete with the main pool, pool bar, and an outdoor LED screen. Also onboard is an expanded The RitzCarlton Spa with 11 rooms, five of which are equipped to offer outdoor treatment options, plus three distinct fitness spaces.

During its inaugural year, Ilma will spend time in the Mediterranean and Caribbean, before visiting North Europe and the Baltic – a first for The Ritz-Carlton Yacht Collection – in summer 2025.

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