private yacht charter st augustine fl

DEA Charter's Catamaran lives completely off of the electrical grid utilizing solar power for refrigeration and battery charging.

• DEA Charters now serving St. Augustine, Florida exclusively. Operating April thru October in the Nation's Oldest City.
• Ask about our Wine & Food pairing Sunset Tours and Special Discounts for repeat guests.
• A portion of all proceeds from DEA Charters sales are donated to the Semper Fi Fund for wounded Marines and the Marine Corps Heritage Foundation.

• Map & Guide
• Request Visitor's Info

TH Charters

Choose your own adventure with a charter cruise celebrating a special event or a loved one

Charters leave from English Landing Marina English Landing Marina, 509 S Ponce De Leon Blvd St. Augustine, FL 32084

Call for availability or to book

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Captain Todd Harris, a life-long resident of North Florida and a licensed captain with more than 20 years of boating and yachting experience, welcomes guests to TH Charters - St. Augustine's Premier Yacht Charter Service. The private yacht, "My Way," is available for custom and affordable small group experiences including day or evening cruises, sunset wine cruises, Jacksonville Jaguars game day events, bridal parties, weddings, and Ashes at Sea memorial services.

"The Highway,"  a 22-foot pontoon boat, and "The Otherway," a small skiff, are also available to be chartered for more intimate excursions with smaller groups.

Captain Harris has logged more than 30,000 hours in the Atlantic navigating his way around the Bahamas and all of the Eastern Caribbean. He's also had the honor of releasing the remains of loved ones into the ocean since 2005. The Ashes at Sea service offers several packages to honor a loved one's final wishes.

The custom charters are a minimum of two hours and can be designed to suit a guest's specific needs and desires including food, beverages and route. The more specific the requests, the greater the adventure. Guests can venture as far north as Fernandina Beach or leave the country and head to the Bahamas.

Restaurants nearby

Galleno's Pizzeria

within 1 block

Frankie's Chicago Beef

Let's Taco 'Bout It

Marina Munch

Places to Stay nearby

Homewood Suites by Hilton

Yallaha at Griffin Estate

Three Stories Inn

Sunstate Travel Agency

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117 Dockside Drive, St Augustine FL 32084

Call Us Now! (904) 310-4999

 A luxury venue on the water

Daily Individual Boat Tours & Event Venue St Augustine FL

Enjoy a unique perspective of St Augustine from the water with Sabrage St Augustine boat tours & charters. We offer daily boat tours, sunset cruises, private party event charters, corporate events, concerts, and special holiday events. Our goal is to offer an experience you will never forget.

Sabrage St Augustine is a 63' foot custom commercial vessel that can accommodate up to 80 guests with food and beverages. We have a full-service bar and friendly staff that specializes in event coordination.

Dolphin Adventure

We are fortunate to be able to cruise on the Intra Coastal Waterway where there are an abundance of fish and wildlife and our favorites the dolphin! Marsh views are epic and seeing our historic City from the water is beautiful. Come enjoy an afternoon cruise with a cold beverage

Sunset Cruises

The perfect way to end your day! Enjoy some cold beverages, good music, and fantastic scenery as we cruise the calm waters surrounding beautiful St Augustine.

We offer a customized event venue in St Augustine that we cater to you. The possibilities are endless!

• Birthday Parties - Book Now
• Weddings - Book Now
• Cooperate Excursions - Book Now
• Family Reunions & More - Book Now

What is Sabrage?

Sabrage is a 2017 63’ Custom Cooper Catamaran. We can accommodate up to 80 guests with food and beverages.

The boat features:

• Premium sound system
• TV and A/V capabilities
• Well-appointed bar with high-end finishes
• Spacious decks
• Comfortable seating arrangement
• 2 restrooms
• Professional and friendly crew

10 out of 10 would recommend and use again. Ian was the absolute best. We were celebrating my sister's bachelorette party and the boat was everything we could possibly dream of. Between the bar, the best bartender (thanks again Ian), the covered area to escape the sun and an area to hand out in the sun, the music, access to bathrooms and the magical scenery that is St. Augustine, we truly couldn't have asked for a better experience! Thanks Captain Glen for keeping us safe

OCTOBER 2023

We booked the boat for a wedding party cruise before the big day and had an absolute blast. Big thanks to Jonathan, Capt Glen and team at Perch for making it a fun and enjoyable experience for everyone.

This was such a great experience! We considered a different sunset cruise and I am so thankful my husband found this one. Super friendly crew and plenty of space! Family friendly!

AUGUST 2023

Couldn't be better!! I celebrated my birthday here with a group of friends and we had a great time. Super spacious boat, bar with great prices and you can play your own music. Thanks guys we had a great time!!

VALENTIN M.

FEBRUARY 27, 2022

My wife along with some other friends have enjoyed Sabrage, cruises on multiple occasions. Staff is always on top of safety but ready to have an enjoyable experience. I highly recommend checking them out for a romantic sunset cruise, employee appreciation day, or a large gathering! The boat can handle public small groups or private large groups with ease and it is easy to customize your experience. Sabrage, is a great resource for me both personally and professionally to show appreciation with friends and people in my network! I love this addition to our small community! ⭐️⭐️⭐️⭐️⭐️

AUGUST 11, 2022

We chartered the Sabrage for a family day on the water around St Augustine. The entire day was great. Anchored right in front of the fort for our catered lunch. Very accommodating and great customer service while we took in the beautiful views. We are looking forward to our next adventure with them!

JUNE 8, 2022

Come and enjoy the most luxury experience!

BROWSE OUR WEBSITE

Contact information.

Phone: (904) 310-4999

Email: [email protected]

Address: 117 Dockside Drive, St Augustine FL 32084

Public holidays: Christmas Day Closed

OUR LOCATION

St. Augustine Yacht Cruises on "MyWay"

Private yacht with restroom and bluetooth Central heat and air Full galley and gas grill Accommodates up to 6 people Leather interior with mahogany and teak through out Large upper deck Custom trips created your way. Charter us for a scenic sunset cruise, a dinner cruise, a family and friends day at a sand bar, a celebration or a romantic proposal. Charter several of our boats for larger groups and different adventures. Pricing - A two hour cruise including Coast Guard licensed Captain is $500 which is our minimum. (no fuel charge). If you cruise three hours or more our hourly rate is $199 per hour.

Th charters can accommodate up to 18 people utilizing several boats. call for special rates or to discuss crafting your custom cruise or use our contact form for additional information..

Sunset Wine Cruises

Our unique sunset wine cruises are designed for a limited number of guests to enjoy the relaxing view with a good glass of wine.

Day / Party Cruises

Concierge service all the way! Always custom - whatever you want, wherever you'd like to go!

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Tall Ship Sailing Daily from Saint Augustine

Sunset Sail

View St. Augustine’s historic charms from a unique perspective. Enjoy a gorgeous two hour sail, look out for dolphins or cuddle with your special someone while sipping a cool drink. Passengers are more than welcome to help set sail and maybe even take the helm. We don’t have a set sailing path, we go where the wind takes us. Watch the sun set and enjoy the beauty of the St. Augustine skyline outlined with sunlight. Music, wind in the sails, and the sunset-drenched landscape provide a perfect end to your day on the town or the perfect beginning to your night.

Length of sail 2 hours

Rate $65 Per Person

Departure Times: February 8th- March 9th: 4:15 p.m. March 10th – May 31: 6:15 p.m. June 1st – August 14th: 6:45 p.m. Aug 15th-Nov 3rd 5:45 Nov 4th-Jan 12th 4:15pm

 Rates are subject to 6.5% Florida State Sales Tax Complimentary refreshments provided. For reservations, call (904) 810-1010

Luxury Yacht Rental

St. augustine, fl.

Welcome to St. Augustine Yacht Rental the premier luxury yacht rental service in St. Augustine, FL.

Experience High-End Luxury Aboard

The luxurious yachting experience in St. Augustine, FL.

Our Services

What we offer, term charters, private events, welcome aboard, st. augustine yacht rental, spacious & luxurious.

Featuring high-end materials and finishes, expansive living areas, and ample natural light. Our luxury yacht rental provides a comfortable and elegant environment for guests to relax and enjoy their time on board.

Outdoor Areas

Several outdoor entertainment areas, including a sunbathing area, spacious cockpit with dining area, and flybridge with a bar, grill, and seating. Perfect for private events, socializing, or admiring stunning views while cruising.

State-of-the-Art

Our Azimut S8 is equipped with advanced navigation, control systems and high-end entertainment technology, like smart TVs, premium audio-visual equipment, and advanced connectivity options.

Modern & Stylish

Sleek and modern design with clean lines, a streamlined profile, and large windows that allow natural light to flood the interior. The stylish exterior exudes elegance and sophistication.

Monthly charters

Yachts in fleet, satisfied clients, team members, why choose us.

Our crew is dedicated to providing you with a first-class experience, tailored to your specific needs and preferences. We prioritize customer satisfaction and work hard to exceed your expectations.

We understand that every client is unique, which is why we take a personalized approach to our services. We'll work closely with you to create a custom itinerary that reflects your specific interests and requirements.

St. Augustine Yacht Rental is the epitome of luxury yachting, with sleek lines, ample entertaining space, and top-of-the-line amenities. You'll enjoy the ultimate in comfort and sophistication while cruising aboard our stunning Azimut S8.

Exciting Places

Exotic & memorable destinations

Different Yachts

A great choice of yachts

Best Captains

Absolute professionals

Travel with Us

Featured destinations.

This historic city offers plenty of opportunities for yachting and waterfront activities, including sunset cruises, fishing charters, and sailing lessons.

Jacksonville, FL

Located approximat ly 40 miles north of St. Augustine, Jacksonville offers a variety of marinas, yacht clubs, and waterfront dining options for yachting enthusiasts.

Savannah, GA

Located approximately 140 miles north of St. Augustine, Savannah offers a charming historic district, beautiful parks, and plenty of marinas for yachting enthusiasts to explore.

Beaufort, SC

Located approximately 170 miles north of St. Augustine, Beaufort offers a quaint historic district, beautiful waterfront parks, and excellent boating facilities.

Charleston, SC

Located approximately 200 miles north of St. Augustine, Charleston offers a rich history, beautiful architecture, and a vibrant boating community for yachting enthusiasts

Hilton Head, SC

Located approximately 250 miles north of St. Augustine, Hilton Head Island offers beautiful beaches, world-class golf courses, and plenty of marinas and yacht clubs for visitors to enjoy.

Testimonials

What our clients say.

I can’t believe it’s already been a week since we left the boat. We had a lovely week and good winds and I just wanted to thank you for all your help and information.

Our itinerary took us from Trogir to Dubrovnik and the islands are beautiful. Most of the towns we visited were small but still spectacular and with great accommodation.

Sailing the French Riviere is something you have to do, at least once. And, no doubt, the proper way is aboard a yacht. Thank you for such a pleasant experience.

Photo Gallery

External wheelhouse, owner's suite, forward lounge, subscribe now, people behind our success, rebecca martinez.

Rebecca is the founder and director of our yacht charter company.

Peter McMillan

Peter manages the fleet of Nautilus and looks after our yachts.

John is responsible for all accounting procedures at Nautilus.

Sam Williams

As our captain, Sam guarantees the safe operation of our yachts.

• Address: 4578 Marmora Road, Glasgow, D04 89GR
• Phones: (800) 123-0045; (800) 123-0046

(888) 994-2120

St. Augustine Yacht Charter

Connect with Giant Yachts when you need to hire a yacht charter in St. Augustine, FL. When you go on holiday or go out to celebrate special occasions, you need special treatment. A treatment that completely refreshes you and gives the ultimate experience. We are a renowned provider of St. Augustine yacht charter that makes hiring yachts accessible and easy. The St. Augustine yacht charter we offer is unique and equipped with state-of-the-art amenities to give the ultimate experience.

When you need to rent a yacht, connect with us. Being a reputable St. Augustine yacht charter, we make every effort to give you a luxury and standard experience. Experience the benefits of a luxury escape on board for the holiday or special occasion.

Connect with our experts for:

• Cost to rent a yacht
• Megayacht for sale
• Yacht charter broker
• Rental yacht
• Superyacht rental

Call Giant Yachts for St. Augustine yacht charter!

St. Augustine Yacht Charters

Imagine spending a soothing and peaceful morning in the middle of the sea. A luxury and well-equipped yacht can give you a fantastic experience that cannot be matched with something else. We provide one of the best St. Augustine yacht charters equipped with modern amenities and facilities.

For a lavish and memorable happening time with your family or friends, relying on St. Augustine yacht charters will be a wise decision. Instead of looking for other St. Augustine yacht charters, count on our charters. At an affordable cost and with an easy booking process, we provide a phenomenal customer experience.

Call us to book St. Augustine yacht charters!

• Yacht party rental
• Luxury yacht rental
• Small yacht rentals
• Mega yacht rentals
• Rent a private yacht

Call Giant Yachts for St. Augustine yacht charters!

St. Augustine Yacht Rental

While planning a group party, wedding ceremony, engagement party, or other special occasions, book a place that gives a serene and unforgettable experience. We are a renowned St. Augustine yacht rental service provider known to offer the best services to meet your expectations. Whether you want to book a superyacht, mega yacht, or small yacht, you can count on our St. Augustine yacht rental.

To experience attractive, luxurious, and beautiful views on the yacht, trust our St. Augustine yacht rental. Talk to our professionals to make a booking for a yacht and experience a fun time. To learn more about our St. Augustine yacht rental, talk to our experts.

They can assist you for:

• Luxury sailing yachts for sale
• Yacht birthday party
• Super yacht price
• Used sailing yachts for sale
• Motor yacht charter

Call Giant Yachts for St. Augustine yacht rental!

Old Coast Charters

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Moonlit Mysteries: Stargazing & Haunted History - Book for Fall!

Florida Water Tours

St. augustine, fl.

Experience the magic of St. Augustine's waters. Your Adventure Awaits!

Featured Cruises

• New Cruise!
• Clock Varies with season
• Hour Glass 75 minutes
• User 13 or older

Moonlit Mysteries: Stargazing and Haunted History Boat Tour

This cruise combines star gazing, ancient navigation, and some intriguing tales of the history of the Ancient City after dark!

• Best Seller!
• Clock Daytime
• Hour Glass 90 minutes
• User All ages

Dolphin and Wildlife Adventure

Combining sightseeing and learning, our Dolphin and Wildlife Adventure appeals to nature enthusiasts! Enjoy the wetlands, coastal marshes, and wildlife with a bit of history on this tour great for any age.

• Only one in St. Augustine!
• Clock Early Evening
• User Ages 21+

Wine Tasting Cruise

Sample 6 delicious wine as we take you on an adventure to the bayfront, where our experienced guides give you a tour of the local nature, wildlife, and historic landmarks.

• Clock During Sunset
• User 21+ or Family Friendly

Sunset Cruise

YES! This is a real photo taken from our boat!! Choose between our Adults Only -OR- our Family Friendly Sunset Cruise! Get lost in the glorious wonder of St. Augustine’s attractions with perfect picture opportunities. Enjoy the beautiful colors & sunsets of St. Augustine!

• Clock 6:45 p.m., 8:15 p.m., 9:45 p.m. , 7 p.m. , 8:30 p.m.
• User Family Friendly & Adults Only available

Nights of Lights

Are you ready to embark on a luminous journey through the enchanting Nights of Lights in St. Augustine, Florida? Step aboard our exquisite boat cruise and let the radiance of millions of twinkling lights illuminate your night.

• Clock 5:15 p.m.

Sunset Nights of Lights Cruise

[November – January] Join us for a magical combo Sunset Nights of Lights cruise!

Private Charters

Let our professional staff of USCG Licensed Captains & Tour Guides welcome you and your guests aboard for an experience like no other in the beautiful city of St. Augustine.

Marine Field Experience

Great for families and kids! Come out onto the water and become a Jr Marine Scientist! This cruise provides a hands on experience where you help us collect real data and use it to keep a profile of our waterways. Every single dollar goes to provide educational cruises for students.

• Adults Only
• Hour Glass 2 Hours

Brunch & Bottlenose

Mimosas, Brunch & Dolphin! Our expert guides will lead you on a captivating search for wildlife, as you enjoy a delightful brunch on board!

Welcome to Florida Water Tours

Experience the Intracoastal Waterway at its finest featuring picture-perfect attractions. Based in St. Augustine, we offer amazing eco-tourism cruises for vacationers and locals year-round. Offering private and public services, we encourage you to explore the fun side of learning about nature, history and wildlife through our exciting cruises. Our private cruises  are ideal for larger groups.

What makes us unique?

• Free parking! *Parking fills up quick on weekends and holidays so please arrive early, carpool or take a cab!
• Restroom on board.
• Bar on board!
• A variety of different cruises to choose from.
• St. Augustine’s only Wine Tasting on the water!
• An experienced crew with tour guide and marine naturalist licenses.
• The Salty Boutique! We have a great little gift shop for you to explore while you check in and wait for your tour!

Aside from all of those wonderful things, Florida Water Tours takes a percentage of EVERY TICKET PURCHASED and donates into our educational outreach program. This non-profit, called Florida Water Warriors is something that we are very proud of! We take low income and under-served students on Educational Cruises, all in an effort to spark some passion about marine wildlife, nature and conservation! Children are our future! To learn more about this program or to donate please head to FloridaWaterWarriors.org

Check out our Social Media pages for more pictures of our vessel and tours!

• TripAdvisor

Over 4,000 Visitors Love Cruising with Us!

Personable staff, beautiful scenery, great tour! We really enjoyed ourselves - having a drink, listening to the crew talk about St A, snapping pics as the sun slowly set over the historic downtown. Can’t believe we hadn’t done this before & will definitely take one of their other tours next time we’re in town.

The sunset cruise was a lot of fun while also informative. Kevin was our tour guide and he was great...he and the captain, Mike, gave us the perfect introduction to St. Augustine! I would highly recommend this tour. Oh, and we saw dolphins and a stingray jumped out of the water right next to our boat! That was such a thrill!

Kevin really made the tour fun while also being very informative. Good selection of beer and wine on board and the ride was smooth. It was a really good time and well worth the money. On top of that we were thrilled to hear that the company also gives free tours to schools which we support 100%. Great company, great tour, great time.

The Sunset Cruise in St. Augustine was great! The boat ride was relaxing and informative. Kevin, the co-pilot / narrator was witty and knowledgeable. Made the trip light and fun. The scenery was beautiful and included sightings of Dolphins,Terns & Pelicans. Sunset was nice too.

• St. Augustine, Florida 32084
• Call us: 904-829-0648

Overnight Stays

Overnight stay on a luxury yacht.

Looking for a unique escape from the everyday hustle and bustle? A “bed and boat” experience aboard a luxury sailing yacht might be just what you need! Imagine spending the night on the water, with the gentle sway of the boat lulling you into relaxation. This “bed and boat” getaway offers the perfect blend of adventure and tranquility, giving you the freedom to customize your stay. Whether you choose to set sail into the horizon or remain docked at the historic St. Augustine bayfront, your “bed and boat” stay will be tailored to your desires

Bed and Boat Experience

Your “bed and boat” adventure begins as early as 3:00 PM, where you can enjoy the day of sailing or relaxing aboard the yacht. Picture yourself soaking in the warm sunshine, feeling the wind in your hair, and breathing in the fresh ocean air as you cruise past iconic St. Augustine landmarks like the Castillo de San Marco, the Bridge of Lions, the Great Cross, and the St. Augustine Lighthouse. As the day turns into night, you’ll witness a breathtaking sunset, with the vibrant colors reflecting on the water, all from the comfort of your “bed and boat.”

After an exhilarating day, the boat will return to the dock just after sunset, where your “bed and boat” experience will truly come to life. You and your loved one will have the entire yacht to yourselves for a private, romantic evening. Whether you want to enjoy a quiet dinner on the deck or simply relax under the stars, your “bed and boat” stay promises to be an unforgettable escape.

Enjoy Your Morning on our Bed and Boat Experience

In the morning, wake up to the peaceful sounds of the water and the soft glow of the sunrise. With check-out at 10:30 AM, you’ll have plenty of time to savor the final moments of your “bed and boat” experience. Our professional crew is dedicated to making your stay as memorable as possible, and we encourage you to customize your “bed and boat” adventure

For a one-of-a-kind evening getaway, contact us today to book your “bed and boat” escape. You’ll be glad you did!

Select Your Bed and Boat

2024 Jeanneau 349

The vessel can depart as early as 3:00 PM or as late as 2 hours prior to sunset*, return to the dock just after sunset, and you and your loved one will have the vessel just to yourselves until morning. Check out time is 10:30AM the following day.

* Except during Nights of Lights – the vessel can leave as late as 7:30PM to see the light show and return to the dock afterward.

Starting at $1,785 each additional night is $1,785

• Private Chef aboard for dinner or breakfast is a minimum of $750 or $250 per person whichever is greater. 
• Continental Breakfast with Mimosas $50 per person
• Charcuterie Boards starting at $95
• Beer, wine, and canned cocktails (due to licenses issues all alcohol must be purchased from our office)

Want to capture a special occasion, include one of our photography packages starting as low as $450. 

2023 Jeanneau 380

3 Cabins – Owner’s cabin forward

Starting at $2,085 each additional night is $2,000

2020 Jeanneau 410

Starting at $2,385 each additional night is $2,000

Wind Dancer

2021 Lagoon 40

3 Cabins (owner’s on the port, 2 guest cabins on the starboard)

Starting at $2,985 each additional night is $2,500

Phone: 904-829-0648

St. Augustine Sailing Enterprises, 3076 Harbor Drive, Camachee Cove Yacht Harbor, St. Augustine, Florida 32084

Privacy Policy

© Saint Augustine Sailing

Website Designed by  Copper Coin Design

• Unique Experiences
• Sailing Lessons
• Yacht Sales
• Brunch Experiences
• High Tea Adventure

Nights of Lights

• Shared & Private Charters
• Sail Science Adventures
• Dinner Cruises
• Sweetheart Packages
• Intimate Weddings
• Team Building
• Intro to sailing
• ASA 101 BASIC KEELBOAT SAILING- SAINT AUGUSTINE, FL
• ASA 102 BASIC KEELBOAT SAILING- SAINT AUGUSTINE, FL
• ASA 103 COASTAL CRUISING – SAINT AUGUSTINE, FL
• ASA 104 BAREBOAT CRUISING – SAINT AUGUSTINE, FL
• ASA 105 COASTAL NAVIGATION – SAINT AUGUSTINE, FL
• ASA 106 ADVANCED COASTAL CRUISING – SAINT AUGUSTINE, FL
• ASA 114 CRUISING CATAMARAN – SAINT AUGUSTINE, FL
• ASA 118 DOCKING ENGORSEMENT- SAINT AUGUSTINE, FL
• ASA SAILING COMBO COURSES SAINT AUGUSTINE, FL
• Private Sailing Instruction
• Women on the Water
• Small Boat Club
• Ownership Programs
• Featured Yacht Sales Listing
• Sailing Club Calendar
• Camachee Cove Yacht Harbor, St. Augustine, Florida 32084 St. Augustine Sailing Enterprises, 3076 Harbor Drive,
• 904-829-0648

It's a Wonderful Light !

Create a Magical Experience With One of Our Amazing Packages

Shared Nights of Lights Tour

• Dolphin and Wildlife History Boat Tour
• Sunset Boat Tour
• Nights of Lights Boat Tour
• Private Charter & Small Boat Tours

Private Tours

Make it your own., call now to book (904) 687-8297 prices start at $350, daily and nightly availability, dolphin/wildlife.

$25 adults / $12 kids / $5 infants

$29 per person

Nights of lights.

$34 adults / $15 kids

Whatever your into, we've got a tour for it..

• Dolphin and Wildlife Tour
• Private Charter

set sail for the adventure of a lifetime aboard

Sailing summerwind.

Sail for a few hours or an entire week in the U.S. Virgin Islands aboard a luxurious 50ft private sailing yacht: Summerwind

SERVING ST. AUGUSTNE & THE VIRGIN ISLANDS

Unforgettable adventures in the virgin islands & st. augustine, fl, indulge in a luxurious experience aboard summerwind, st. thomas & st. augustine's exclusive 50-foot luxury sailing yacht. treat yourself to the ultimate getaway on this private and professionally crewed yacht..

Summerwind is one of the largest (50ft) professionally maintained and most luxurious sailing yachts available for private charter in St. Thomas (U.S. Virgin Islands) & St. Augustine (Florida).

Sailing on Summerwind in St. Thomas & St. Augustine harbor (and further afield if desired) is a year-round adventure and promises to be a truly breathtaking experience. Our professional crew will make you feel comfortable, relaxed, and will even let you take the wheel for a little more excitement.

Whether you are a couple celebrating a special anniversary and looking for a romantic weekend or having family or lifelong friends aboard to share the experience, our adventures cover it all. We also host men’s or women’s groups looking for something out of the ordinary. Our executive team building events are not just another off-site planning session in another city. Summerwind will create an amazing event and memory for any private gathering.

Beginning November 2023, Summerwind Adventures will be operating out of our island base in St., Thomas, US Virgin Islands.

Operating out of St. Thomas and St. John, we will offer exceptional sailing, snorkeling and exploring in the beautiful beaches and coves throughout the USVI. We will offer full and 1⁄2 day adventures as well as multi-day adventures.

WHY CHOOSE Summerwind?

Endless activities.

Our adventures offer majestic sunset views, up-close encounters with sea life, and so much more! Whether you want to share a romantic dinner, surf the waves or enjoy a relaxing massage, Summerwind adventures offer a unique experience like no other.

Advanced Technology

Summerwind is an elegant Jeanneau, DS 50-foot sailing yacht. She is fully equipped with amenities like electric flush bathrooms, private shower, full kitchen, BBQ grill, televisions, diesel generator, air conditioning and more to ensure an amazing experience for any length of time you choose to stay.

Luxury Accomodations

We offer only the best to those aboard Summerwind! Our catering, dedication to cleanliness, and attention to detail is bound to impress. Our crew will always go the extra mile to make any special occasion perfect, including marriage proposals.

Convenient Getaway

Got the sudden urge to escape the everyday for the thrill of the ocean and a private yacht experience? Summerwind has the answer. With the possibility of 48-hour advanced bookings available, the sights of beautiful St. Thomas & St. Augustine and the peaceful tranquility of sailing is just a few clicks (or a phone call) away.

Your adventure awaits

The virgin islands ultimate sailing yacht experience, onboard activities aboard summerwind.

customized expeditions, endless adventures, tailored to you

Sail for a few hours or spend the entire day on st. thomas & st. augustine's most advanced and luxurious sailing yacht..

Each of our sailing adventures begins aboard our elegant 50-foot sailing yacht, Summerwind. We care for our guests with adventures from a few hours to multiple overnights. We offer flexibility to your timeline and budget. All of our adventures are inclusive for two to ten guests. We can also create a customized adventure to meet your every need.

On Summerwind, you are in command of the schedule. With meal options ranging from home-style Southern cooking to oysters, caviar, and champagne, we offer endless customized experiences to you and your guests.  The chef is passionate about cooking what he believes people truly want: delicious home-style food that makes you feel happy. When requested, special chefs or customer-specific food can be obtained to meet your varying needs. We offer a Saint Augustine sailing experience that exceeds the mark.

You can spend evenings at a secluded beach or on a mooring with a front-row view of the historic St. Augustine. Enjoy the gentle ocean breeze as you sleep under the stars! We ensure your sailboat cruise is a one-of-a-kind experience.

On board, we provide a range of activities to enhance your sailboat tour. Enjoy our circular swimming platform, perfect for ocean swimming. We also offer optional amenities like tandem kayaks, boogie boards, and stand-up paddle boards, adding extra fun to your sailing tour (additional cost for trips lasting at least four hours). Enjoy our electric bicycles, available at multiple locations. Our unique sunset sailing adventures offer breathtaking sunset views and unforgettable encounters with marine life, ensuring an extraordinary experience for all sailing charter enthusiasts.

If you're dreaming of an unforgettable sailing yacht charter experience, this is the right place to get started. Enjoy a private sunset cruise in St. Augustine!

Corporate events

Anniversaries, bachelor / bachelorette parties, company parties, weekend outings, frequently asked questions, why the name summerwind.

The name Summerwind comes from the wonderful song, "Summer Wind", which has been sung by dozens of top artists, but made legendary by Frank Sinatra.

Following are the lyrics:

"The summer wind came blowin' in from across the sea. It lingered there so warm and fair to walk with me. All summer long, we sang a song and then we strolled on golden sand, two sweethearts and the summer wind. Like painted kites those days and nights, they went flyin' by. The world was new beneath a bright blue umbrella sky. Then softer than a piper man one day, it called to you, and I lost you, I lost you to the summer wind.

The autumn wind and the winter winds they have come, and they have gone. And still the days, those lonely days they go on and on. And guess who sighs his lullabies through nights that never end?

My fickle friend, the summer wind. The summer wind, the summer wind. The summer winds."

(Summer Wind is available on Apple Music).

WHO ARE TYPICAL SAILING ADVENTURES CUSTOMERS ON SUMMERWIND?

Summerwind Adventures are experienced by:

• Romantic Couples Weekends
• Families and Group Adventures
• Bachelor and Bachelorette Outings
• Engagements and Weddings
• Executive Team Meetings and Team Building Adventures
• Guest Speakers Adventures
• Women’s and Men’s Groups or Annual Trips
• Customized Adventures (please  contact us  to discuss)

WHAT IS THERE TO DO ON BOARD?

On board, we have many activities for you and your guests to enjoy such as a circular swimming platform that is deployed in the water and is attached to the yacht. This makes ocean swimming more enjoyable. Aboard you will have the use of a tandem kayak, boogie boards, windsurfer, a stand-up paddle board, surf boards and electric bicycles available throughout St. Augustine for exploring on land at any extended adventures. We offer unique adventures that aren't available elsewhere. Our adventures offer majestic sunset views and up-close encounters with sea life, which is sure to please even the most discriminating guests.

Can I charter the Summerwind sailing yacht for a specific occasion?

Yes, absolutely! Whether you're celebrating a special anniversary, hosting a family reunion, or planning a unique executive team-building event, Summerwind Sailing Adventures caters to all occasions with tailored experiences. You have the freedom to personalize your journey and choose to stay for a few hours or an entire week.

When and where do Summerwind Sailing Adventures operate?arter the Summerwind sailing yacht for a specific occasion?

Summerwind offers year-round sailing adventures in two locations.  

• Thomas (U.S. Virgin Islands) is available from November through April.

St. Augustine (Florida) is available from May through October

What amenities are included in the charter?

Our charter includes access to a range of amenities designed to enhance your sailing experience, including a circular swimming platform for ocean swimming. We also have other options such as tandem kayaks, stand-up paddleboards, boogie boards, electric bicycles and snorkel gear, perfect for adding extra fun to your sailing tour.

How far in advance do I need to book a charter with Summerwind Sailing Adventures?

Advanced 48-hour bookings are available for our charters, ensuring flexibility and convenience for our guests. We recommend booking as far in advance as possible, especially during peak seasons.

Are there any restrictions on who can charter the Summerwind yacht?

There are no strict restrictions on who can charter the Summerwind yacht. Whether you're a couple, a family, a group of friends, or hosting a corporate event, we welcome guests of all ages and group sizes to experience the luxury and adventure of sailing with us.

Can I choose my sailing destination, or are there specific routes available?

While our experienced captains can recommend routes and destinations based on your preferences, you have the flexibility to choose your sailing route within the designated areas of St. Thomas and St. Augustine. Whether you prefer to explore secluded coves, snorkel among vibrant coral reefs, or simply enjoy breathtaking sunset views, we'll work with you to create an unforgettable sailing experience tailored to your desires.

EXPLORE OUR DIFFERENT SUMMERWIND EXPEDITIONS

Choose your own adventure.

We offer an array of adventures than span from a few hours to multiple overnights. We offer flexibility for your timeline and budget. We can even create a customized adventure to meet your every need.

PRIVATE 2 HOUR SAILING ADVENTURE ABOARD SUMMERWIND

Plus $60 per hour for captain and crew

PRIVATE 1 NIGHT SAILING ADVENTURE ABOARD SUMMERWIND

Private 2 night sailing adventure aboard summerwind, private 3 night sailing adventure aboard summerwind, testimonials, what our customers say about us.

Sailing with Marty was my first experience as an adult sailing off the coast. We had a wonderful trip starting in St Augustine. First, we were given some basic information about the boat and safety, the other crew members and our destination. Then we were off. We sailed up to Amelia Island for most of the day and then docked at Fernandina Beach marina. We had a short walk into downtown and had a wonderful meal. It was also a great way to really get to know the other members of the crew. The next morning we set off and sailed north to Cumberland Island. Once on the island, we explored the ruins, had a nice hike and enjoyed dinner on the boat. The next step was amazing. We headed off into the sunset on the boat and sailed all night. It was truly exhilarating sailing through the night. At all times, I felt safe but the excitement got me hooked on sailing. Marty is honest, helpful, and always cheerful; exactly what you want in a captain.

This past summer my husband and I had an awesome time on Summerwind. The weather was warm so it was a great time sailing to downtown St Augustine and simply grabbing a mooring ball eating a yummy lunch with our family and diving off the back for a refreshing dip. The following day we took the boat several miles out in the ocean with all the sails up, music on in the cabin; a complete escape from work etc. At day’s end we sailed right up to Caps On The Water restaurant for my birthday where we enjoyed a seafood dinner and drinks. We can’t wait to plan another visit aboard Summerwind, It was a complete vacation over only a single weekend. Many thanks.

Sailing with Marty is truly a treat... He and his trusty Yacht are one with the mighty ocean. Years at sea and behind the helm show, and pay off in high seas or calm. But don't get too comfortable because he is always game to teach you the ropes and be sure you are part of the adventure. There is nothing more peaceful and fulfilling than a day at sea with Marty. Thanks for the memories!

We had such a peaceful experience taking in the joys of the sea while sailing with Marty. He was willing to let us take on roles to help sail the boat (and willing to let us fail, too!) We brought along our two little children (2.5 years and 10 months) and they enjoyed playing below deck and seeing the beautiful scenery sailing by. We were grateful for Marty’s expertise, generosity and passion for sailing!

I've sailed with Captain Marty several times and it was a joy. One of the trips was a longer sail from Puerto Rico to Saint Augustine, Florida in May, 2013. We had a great time and I felt totally comfortable with Marty as our Captain. His sailing and navigating experience made me feel very at ease while on the water - he is a safety conscious sailor. I would give the trip 5 stars!

Being a novice on boats, this was a very exciting time for me. Marty and the crew made me feel very comfortable aboard the Yacht. We sailed down the Cooper River, under the incredible Arthur Ravenel Jr. Bridge and into Charleston Harbor. I enjoyed seeing the USS Yorktown and the submarines. The view of the city of Charleston and the historic homes was amazing! Marty is very knowledgeable about historic sites. Seeing Fort Sumter from the water was also a memorable experience. I would rate this sail as 5 stars

My family and I have sailed many times over the last ten years with Marty and his crews including wonderful afternoons off the coast of St. Augustine. We have had many fabulous overnight trips to places like Fernandina Beach and Cumberland Island. Summerwind is a beautiful Yacht and she sails like a dream. Some our family’s greatest moments have been sailing on Summerwind with the sails up on a beautiful day with gentle breezes moving along the ocean effortlessly. We strive to create lifelong memories with our family by having experiences together and a day on Summerwind is an unforgettable experience. We give Summerwind and the amazing crew 5 stars and can’t wait for our next sailing Adventure.

Dolphin Tours, Private Boat Tours, Sunset Boat Tours, St. Augustine

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St. Augustine & Jacksonville Daytime or Sunset

Private boat tours are great gifts, perfect for family outings & celebrations, book a today, welcome to adventure in paradise boat charters.

 Dive into adventure with Adventure in Paradise Private Boat Tours! 🚤✨ Explore St. Augustine with a personalized experience perfect for family outings, birthdays, anniversaries, and more.

From dolphin sightings to island stops at sunset, our tours bring nature up close while you relax and enjoy the ride. Whether you're taking a walk on the beach or swimming, every moment is unforgettable.

Private Tour Packages

St. augustine private boat tour daytime or sunset.

St. Augustine Private Boat Tour Daytime 2-hour trip $295.00 for a group of up to 6 passengers. 

Intercoastal way out of the St. Augustine area to include:

•  Intercoastal way 
• Dolphins, Birds, and other wildlife 
• Tour Historical areas
• Lighthouse, Ft Castillo San Marcos
• National Shrine of our Lady La of La Leche
•  Non-alcohol drinks and snacks provided
• Possible Sandbar
• Pictures 

Jacksonville Private Boat Tour Daytime or Sunset

Jacksonville Private Boat Tour Daytime 2-hour trip $295.00 for a group of up to 6 passengers.

 Approximately 2-hour Day Cruise out of the Jacksonville area to include:

•  Saint Johns River 
• Tour waterfront homes
• Non-alcohol drinks and snacks provided
• Downtown Jacksonville 
• Jacksonville Jaguars Stadium 

Jacksonville/Fernandina/Cumberland/ Day Trip

Private day 5-6 hour day trip $675.00 for a group of up to 6 passengers. 

  Approximately 6-hour All day trip  out of the Jacksonville area to include:

•  Intercoastal way  
• Dolphins, birds, and other wildlife 
• Stop at Kingsley Plantation.
• Stop at Historical Fernandina. 
• Stop at Historical Cumberland island 
• Wild horses
• Walk to the beach 
•  Pictures

Jacksonville Island trip

Private day 3-hour day trip $375.00 for a group of up to 6 passengers. 

  Approximately 4-hour day trip  out of the Jacksonville area to include:

• Stop at an Island. 
• Stop at a waterfront restaurant                               ( if requested) May require additional time and fee.

St. Augustine Island trip

St. augustine nights of lights.

  Approximately 4-hour day trip  out of the Saint Augustine area to include:

• Historical Saint Augustine
• Stop at a waterfront restaurant                               ( if requested) May require addi
• Will change to Fort Matanzas for additional fee of $50.00

 Experience the magic of St. Augustine's Nights of Lights from the water on a private boat tour with Adventure in Paradise. Avoid the crowds and enjoy a breathtaking, unobstructed view of millions of dazzling lights illuminating the historic city. Whether you're celebrating a special occasion or simply soaking in the festive atmosphere, t

 Experience the magic of St. Augustine's Nights of Lights from the water on a private boat tour with Adventure in Paradise. Avoid the crowds and enjoy a breathtaking, unobstructed view of millions of dazzling lights illuminating the historic city. Whether you're celebrating a special occasion or simply soaking in the festive atmosphere, this intimate tour offers a unique perspective of one of the nation's most stunning holiday displays. Sit back, relax, and let us take you on a journey through the holiday sparkle. Book now for an unforgettable holiday memory! 

Terms & Conditions

Private Boat Tours run 7 days a week, with departure points in Jacksonville, St. Augustine, & more.  Tours run for 2 hours with the ability to see wildlife, float in tubes, or visit a sandbar. The maximum capacity of AIP tours is up to 6 people.  Our tours give you private, safe, and personal trips that are never crowded. Daytime and Sunset cruises are available.

Conditions and limitations apply.   The Captain has full authority over the trip and reserves the right to shorten or redirect any trip due to inclement weather or any other hazard that may inhibit the tour.

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Send us a message with any comments, questions, or scheduling concerns. We will get back to you soon!

Adventure in Paradise Private Boat Tours Florida

Vilano Causeway, St. Augustine, Florida, United States

904-234-2053

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31st annual nights of lights illuminates nation’s oldest city beginning november 23.

Known as one of the best holiday lights displays in the world, St. Augustine’s Nights of Lights kicks off with Light Up! Night

St. Augusitne's Annual Nights of Lights Shines on through January 26, 2025

St. Augustine, FL, Sept. 18, 2024 (GLOBE NEWSWIRE) -- St. Augustine’s internationally acclaimed Nights of Lights festival returns on November 23, 2024, and continues nightly through January 26, 2025. Since 1994, the Nation’s oldest city has featured this festive atmosphere inspired by the Spanish tradition of displaying a white candle in windows during the Christmas holidays.

The festival kicks off with Light Up! Night on Saturday, Nov. 23, beginning at 4 p.m. and featuring music and live performances. The official lighting ceremony starts at 6:30 p.m. in the Plaza de la Constitución when a switch is flipped and more than three million white lights illuminate and outline public and private buildings, bridges, trees, and more throughout St. Augustine’s Historic District.

Whether it is a stroll, ride, or sail, there are many options for Nights of Lights experiences. For those comfortable on foot, the Christmas tree in the Plaza de la Constitución, Lightner Museum, and the Bridge of Lions are can’t-miss selfie spots. Ancient City Tours offers guided walking tours that include St. Augustine's history. For a unique vantage point from above, climb 219 steps to the top of the St. Augustine Lighthouse and Maritime Museum , or visit Marineland where the Christmas Conservation Celebration showcases 20 holiday trees decorated by community organizations and guests of the park can vote for the best.

For a festive tour, climb aboard  Old Town Trolley’s Famous Nights of Lights Tour or Santa’s Red Express Tours . Each has a convivial atmosphere with music and fun facts. St. Augustine Land & Sea Tours offers luxury golf cart tours (in Spanish and English), while The Tasting Tours offers a variety of tours on horse-drawn carriages and open-air electric shuttles. Choose from an adults-only wine tour or the family-oriented Un-Merry Grinchmas Rides ,   Bah-Humbug Scrooge Ride , and Magical Ride with Santa .

The cityscape sparkles from the water, too. Sail away with the traditional Schooner Freedom Charters or modern St. Augustine Sailing . Enjoy a peaceful harbor cruise with Florida Water Tours , St. Augustine Scenic Cruise , St. Augustine Boat Tours , Adventure Boat Tours , Red Boat Tours , or St. Augustine Eco Tours .

There are dozens more ways to experience St. Augustine’s Nights of Lights . Use the trip planner or brand-new AI Assistant to create an illuminating experience.

Located midway between Daytona Beach and Jacksonville , Florida's Historic Coast includes historic St. Augustine, the outstanding golf and seaside elegance of Ponte Vedra, the rural beauty of Hastings, Elkton, St. Johns, and 42 miles of pristine Atlantic beaches. Visitor Information Centers are located at 10 Castillo Drive, St. Augustine; 200 Solana Rd. Suite B, Ponte Vedra Beach: and at the St. Johns County Beach Pier Park, 350 A1A Beach Blvd., St. Augustine Beach. For advance travel information, call 1.800.653.2489 or go to the Visitors and Convention Bureau website at www.FloridasHistoricCoast.com . Check us out on social media Instagram @FloridasHistoricCoast; @ViajaStAugustine,  Facebook.com/OfficialStAugustine , and Facebook.com/ViajaStAugustine and Twitter @FlHistoricCoast