annapolis sailboat charter

Sailing Season is Here. Join Us for a Sail!

Welcome Aboard!

Join us on our two beautiful, wooden, 74-foot schooners, Woodwind and Woodwind II , for a true sailing experience in Annapolis, Maryland.

Located in the heart of the Chesapeake Bay, Annapolis is “America’s Sailing Capital.” Help raise the sails, steer the boat, or simply sit back and relax as Woodwind sails from the historic Annapolis waterfront, past the Naval Academy and cruises into the Chesapeake Bay. As a family business, we take great pride in making your sailing experience a memorable one. Our captains and crew are engaging and enthusiastic. Sail away with us!

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Make your sailing experience a memorable one! Sail away with us!

Sailing Charters in Annapolis, MD

Classic Sail Charters offers Chesapeake Bay sailing adventures on our thoroughly refined sailing yacht, the Licentia. It is exquisitely appointed, safe, and ready for you to call home while you enjoy the mystique and allure of some of the best sailing grounds in the world.

Select A Time

1 - 6 people | 3-hour (am/pm) - 2.5-hour (sunset) sailing yacht cruise | 25% deposit, minimum age: 7 years., gratuity not included in pricing.

• Most Popular!
• Hour Glass 2.5 Hours
• Users Up to 6 Passengers

Sunset Sail - Licentia

Come join us for an unforgettable cruise on one of our world-class sailing yachts and enjoy the beautiful sunsets in Chesapeake bay!

• Hour Glass 3 Hours

Morning Sail - Licentia

Classic Sail Charters offers Chesapeake Bay sailing adventures on a thoroughly refined sailing yacht Licentia, a 2008 Catalina 42 MKII.

Afternoon Sail - Licentia

Come sail with us on the Chesapeake Bay! As the largest estuary in the world, the Chesapeake Bay is stunningly beautiful!

Other Times

• Hour Glass 8 Hours

Full Day Sail - Licentia

Come sail with us on the Chesapeake Bay! As the largest estuary in the world, the Chesapeake Bay is stunningly beautiful, fed by countless navigable rivers and home to an abundance of wildlife.

Chesapeake Bay - Annapolis

Looking for a unique sailing experience on the Chesapeake Bay? Our charters are the perfect way to explore the Bay and its navigable rivers. As the largest estuary in the world, the Chesapeake Bay is a natural beauty filled with an abundance of wildlife. Create your own sailing adventure on the Chesapeake Bay as we work with you to define your perfect excursion and then you may leave the rest to us!

Annapolis, located less than an hour from Washington, D.C., is noted not only as the location of the US Naval Academy but as America’s ‘Sailing Capital.’ It is home to a rich history that includes the oldest working state capitol building in the U.S., noted as the location where General Washington resigned his commission, as well as dozens of first-class bed and breakfasts, hotels, and fantastic restaurants. As a sailing venue, it is second to none.

Elite Charters of Annapolis

Luxury yacht charter experiences.

Unique and Unforgettable Memories Await in Annapolis and on the Chesapeake Bay

Why Choose Elite Charters of Annapolis

Exclusive Yacht Charter Experiences

Let us host your next special occasion, cocktail cruise, relaxing weekend, or wedding cruise aboard one of our luxury yachts.  

Located in the heart of Annapolis, our professionally crewed charter yachts are easily accessible and create stunning and memorable experiences on the Chesapeake Bay. 

Our yachts are equipped with state-of-the-art amenities, including air conditioning, comfortable seating, and entertainment systems.

Professional Captains and Crew

Our crew members are experienced and knowledgeable about the Chesapeake Bay. They will ensure that you have a safe and memorable experience on your charter.

Muse - 87' Warren Yacht

• This sleek 87 ft sport yacht is available in Annapolis and the Chesapeake Bay.
• Invite up to 12 guests for half or full-day private yacht charters.
• She boasts beautiful teak decks, dual salons, and a spacious aft entertainment area.
• With a 5 ft draft, Muse can navigate secluded coves and anchorages.
• A 27-knot cruise speed ensures fast travel and exploration of multiple destinations.
• Overnight guest accommodations for six plus crew.

Shredder - 54' Eastbay

• Built by Grand Banks, the 54 ft Shredder is the quintessential Downeast-style cruiser.
• Accommodates up to 12 guests for half or full-day private yacht charters.
• Ideal for multi-day or week-long luxury Chesapeake Bay cruises for a couple in the spacious master stateroom.
• Perfect for day excursions to quaint Chesapeake Bay towns, romantic dinners, and water activities.

Firefly - 68' Azimut

• The Italian-designed and built Firefly turns heads with its sleek lines and lavish leather interiors.
• With a 6 ft draft, Firefly can access secluded Chesapeake Bay coves and shallow rivers.
• Features two spacious staterooms, making it an ideal overnight retreat for two couples or accommodating up to 12 guests on a day charter.
• Suitable for various experiences, from an elegant sunset cruise to a week-long excursion along the Chesapeake Bay, Annapolis, and Baltimore.
• Firefly ensures your private yacht charter is marked by style, comfort, and luxury.

Photo Gallery

The stunning yacht Muse at her winter home in Miami

Reserve Your Charter Today!

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326 1st Street, Suite 403, Annapolis, MD 21403

Mike Esposito / [email protected] 239-227-7879

Copyright © 2024 Elite Charters of Annapolis - All Rights Reserved.

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• Chesapeake Bay Itineraries
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Chesapeake Bay

• Virgin Islands
• St. Vincent & The Grenadines
• Browse our Fleet
• Meet Your Captains
• Charter Management
• Sailing Lessons

Celebrate or relax in style on a private yacht charter

Charter a luxury catamaran yacht for a few hours, days or weeks.

Enjoy the scenic views, sailing yacht charter amenities and the adventure that lays ahead for you and your guests. Our experienced captains provide local knowledge and nautical skills to ensure a safe and fun experience for everyone. We can’t wait to have you aboard!

Destinations

Charters available in these beautiful destinations

Key West, FL

The Abacos, Bahamas

U.S., British & Spanish Virgin Islands

St. Vincent & The Grenadines

Make your special occasion a one of a kind experience.

Our mission at Sail Away Catamarans is to provide you and your party a one of a kind experience. Chartering a private yacht is a fun and decadent way to celebrate birthdays, weddings, anniversaries and retirements. Or get the gang together for a family trip, bachelorette party, or a corporate event. Our experienced charter agents are standing by to help make your event a memorable one.

Book Today and Set Sail

Select a Yacht or Itinerary

Search for the yacht or find an itinerary that best fits your event.

Submit Request

" Book Now " to submit your preferences and make your payment. You will receive a confirmation number & email.

We Will Review

One of our specialists will call and review your booking with you as your date nears. Let’s go sailing!

"Can not recommend Sail Away Catamarans enough! I was planning a bachelorette party with 12 girls and they could not have been more accommodating. They were very responsive, reasonably priced and the day of went off without a hitch! ...the boat was just beautiful! All the girls had wonderful things to say and a great time!

Our Most Popular Itineraries

Sunset cruise on the bay, so maryland: crab feast + sail, overnight in annapolis or saint michaels, custom itinerary, book your sailing charter now.

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• Annapolis: 410.263.8234
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A Grand Experience for All

Custom built for sailing, comfort and fun. Our cruising grounds are some of the most beautiful and historic in the country

Corporate Events

Special occasions, adventure & entertainment.

Custom built for sailing, comfort and fun, the Liberte is a grand experience for all. Our cruising grounds are some of the most beautiful and historic in the country. The captain and crew are dedicated to your safety, comfort and enjoyment.

USCG certified for 49 passengers. Music. Full bar. Every Sail is Unique.

One Great boat, two great locations

About the boat.

The schooner, Liberté, is based on Spa Creek in Annapolis, Maryland. During the summer months, she’s docked at the Patriot Party Boats pier in Falmouth harbor in Cape Cod, Massachusetts. Captain Chris and Jane had this vessel built just for them.

The original hull design by Dudley Dix is a Hout Bay 70, a two-masted gaff-rigged schooner intended as a heavy but fast offshore cruiser. Many alterations were made to the design, including adding a spoon bow, scaling down the lines to meet U.S. Coast Guard parameters, redesigning the deck layout and adjusting the rig to a three-masted staysail design.

Get In Touch Now

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Sailing Charters aboard the 'PINTITA' out of Annapolis & Baltimore

Make your next getaway a sailing adventure on the Chesapeake Bay!

Are you planning a birthday or anniversary celebration, planning a proposal, getting married or renewing your vows, or just want to enjoy the Annapolis or Baltimore skyline with a cold beverage while sailing?  Help raise and trim the sails, navigate, man the helm or simply take in the experience and sights while relaxing with a cold beverage. Come see what the allure of sailing is all about. The professional Captain and Crew of the ‘ PINTITA ’ can help make your next adventure a memorable one. 

We are currently booking private sailing charters for up to 20 passengers! 

We ask that you continue to support your local businesses and this Veteran owned small business needs your support and patronage.  Please book your private sailing charter soon for your next friends, family, and or corporate outings.  We are looking forward to harnessing the wind and creating memories with you.

Pla n to join us for the U.S. Navy Blue Angels in Annapolis during Commissioning Week in May, 2024

See our Charters page from the menu above

Call us now to book your getaway:

443-510-5756

The ‘PINTITA’ is perfect for:

Bachelor & Bachelorette Parties

Engagement Proposals

Anniversaries

Alumni Events

Company Events

Team Building

We offer many charters to meet your needs.

The 'PINTITA' Sailboat is licensed for groups of up to 20 persons! She has an all weather enclosed cockpit to keep you dry from passing showers! She is designed to make your outing as entertaining and comfortable as possible.

The PINTITA

Come sail the chesapeake bay..

Join us in Annapolis & Baltimore.  We hold a current USCG Certificate of Inspection for Private charters, meaning that she is inspected in her construction, equipment, and maintenance to rigorous federal standards.

PINTITA was ready to get going as we left her. A late afternoon westerly had piped up, and the flags were standing stiff at attention. Pintita chafed at her docklines. "Lets go!" she seemed to say. "I may not be a racehorse, but we'll have a good time in this breeze"  

                                                                                                      – Spreadsheet Magazine   

   

ANNAPOLIS, BALTIMORE AND CHESAPEAKE BAY CHARTER INFORMATION:

 443-510-5756

s [email protected]

For Onboard Vessel Instruction, Vessel Delivery or Captain / Crew Charter services aboard your vessel please visit Atlantic Maritime Services, LLC at:  AtlanticMaritimeServicesLLC.com

443-333-3511

Veterans Crisis Line 800-273-8255 

Picture Perfect Sailing

• Meet your Skipper

Sail in Annapolis, Book a Sailing Cruise Today

Enjoy quality time with family and friends sailing out of Annapolis. You'll fall in love with the Chesapeake Bay. Your sailing charter awaits. 

CHOOSE YOUR SAILING ADVENTURE

Sailing options.

With Picture Perfect Sailing, the options are virtually endless!

Your skipper will take you for a day sail in Annapolis for a few hours towards St Thomas Point Lighthouse or the Chesapeake Bay Bridge, or perhaps around Annapolis harbor. For a longer sailing charter, choose our all-day sailing experience or overnight. You'll find yourself sailing to Baltimore or Saint Michaels. Book a sailing cruise now, make the memories of a lifetime with your family and friends!

Day Sail: come sailing for a few hours

Duration: 3 hours (leaves and returns to Annapolis)

Starting at $650 for 2 guests. Your sailing charter includes: skipper, snacks & beverages. Please check rates and book a sailing cruise by clicking the button below.

Sunset Sails: come sailing as the sun goes down

Duration: 2.5 hours (leaves and returns to Annapolis)

Starting at $650 weekdays for 2 guests. Your sailing charter includes: skipper, snacks & beverages. Please check rates and book a sailing cruise by clicking the button below.

All Day of Sailing: come sailing on the Chesapeake Bay all day!

Duration: 6 hours (leaves and returns to Annapolis)

Starting at $1,550 weekdays for 2 guests. Your sailing charter includes: skipper, crew member, snacks, lunch & beverages. Please check rates and book a sailing cruise by clicking the button below.

Overnight Sailing: experience sailing and sleeping aboard!

Choose one or two overnights: (leaves and returns to Annapolis)

Single (one) overnight: typically departs at 10am, one overnight in Baltimore or St Michaels, with disembarkation at 5pm the next day. Variations upon request. Starting at $2,450 weekdays for 2 guests. Your sailing charter includes: skipper, hostess, lunches x 2, snacks, breakfast x 1 & beverages. 

Double (two) overnights: typically departs at 9am,  one overnight in Baltimore or St Michaels, second overnight at the dock back in Annapolis and disembarkation at 9am the next morning. Starting at $3,900 for 2 guests.  Your sailing charter includes: skipper, hostess, snacks, breakfast, lunch x 2 & beverages.

The prices displayed in the booking schedule include yacht fuel, dock fees, water, propane for cooking, yacht insurance, cabin linens & bath towels. 

What’s not included: water activities off the boat (due to insurance limitations) such as swimming, paddle boarding or dinghy use; dinners (plan dinners on shore); crew gratuity.

How to book a sailing cruise with an overnight? Contact us for availability and custom pricing.

*Rates vary by season. Holiday rates upon request. Special pricing for Navy families, veterans, and first responders.  Contact Picture Perfect Sailing for more information and to book a sailing cruise today!

The Sailboat

You'll sail aboard a Beneteau Oceanis 45, with extensive cockpit protected by canvas and well-appointed to accommodate up to 3 couple for overnight sailing in maximum comfort; a head (bathroom) with shower, a full galley (kitchen) and comfortable salon. Arguably the nicest charter boat to sail in Annapolis. Let the sailing adventures begin, book a sailing cruise now.

With Picture Perfect Sailing, your designated skipper (and mate, depending on your sailing option!) will lead the sailing charter: maneuver the boat, guide your visit of the Annapolis area on the water, and ensure the fun & safety of all! 

Meet your skipper .

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Sailing Charters, Lessons & Captain Services in Annapolis, MD & Abroad

We Have a Chronic Sailing Condition

sail with us and you will too!

Annapolis Sailing Charters.

Sail the Chesapeake Bay on your own private yacht. Select a trip from our popular itineraries below, see more sailing trips in the Chesapeake Bay or contact us to customize an itinerary just for you.

Annapolis Sunset Cruise

Catch the gorgeous Chesapeake Bay sunset aboard a luxury catamaran. Perfect for a romantic evening, cocktails with friends or a way to end a day exploring Annapolis.

Mid-Week “3 Hour Tour”

“Just sit right back and…” feel the wind in your hair, go for a swim or just enjoy the views. Great for office outings and happy hour hangs.

Celebrate Your Special Event

Birthdays, anniversaries, bachelorette parties and other occasions are more fun on your own private yacht! We’ll tailor a cruise for your special day.

Chesapeake Overnight Sail

Get away for a night (or 2) and enjoy adventures on the water, excursions into nearby towns, sunset cocktails and sleeping under the stars.

Annapolis Sailing Lessons

ASA certified instructor, Captain Shawn Owen helps students of all skill levels become confident and safe sailors. With decades of experience teaching snowboarding and music, Shawn has a laid back, positive attitude and a passion for sailing and seamanship that will be contagious when you sail with us.

If you’ve never sailed before and are interested in trying it out to see what all the fuss is about, this class may be the perfect way to give it a shot.

Intro to Sailing

Interested in one on one training? Or maybe you want to get you and your crew up to speed before an upcoming charter? We can customize private instruction for up to 4 people for an extremely competitive rate.

Private Sailing Instruction

New boat owner needing insurance checkout or just looking to brush up skills on your own boat? We offer instruction and certifications aboard your boat to maximize benefit and personal knowledge of your vessel.

Learn on your Boat

The American Sailing Association is a national and global leader in sailing education and bareboat chartering certifications. We offer ASA Courses 101-106, as well as the 114 catamaran certification. If bareboat chartering is something you see in your future, then this could be your best avenue to achieve the necessary skills and qualifications required to handle your own charter vessel.

ASA Courses

Learn To Sail

Browse our charter fleet.

This modern marvel stands out with sleek lines and a spacious deck layout, ideal for leisurely cruises or adventurous voyages.

American Honey

This state-of-the-art catamaran seamlessly combines performance, comfort, and elegance to provide an unforgettable chartering adventure.

Dos Milagros

Experience the ultimate luxury sailing adventure on the stunning Chesapeake Bay aboard the exquisite 2017 Beneteau Oceanis 45, a true gem in the world of yacht chartering.

Let us plan your customized “escape” on this well appointed catamaran sailing the Chesapeake Bay out of Annapolis, MD

A magnificent vessel that seamlessly blends luxury, performance, and comfort on the open seas.

This sleek and modern vessel feature 3 cabins, each equipped with its own private en-suite bathroom. Expansive deck with plenty of seating and lounging areas.

JEHM of the Sea

A versatile and comfortable sailboat designed for cruising, well-suited for exploring the waters of the Chesapeake Bay.

Stay in the Loop

I want to know about new classes, specials, events and offers from Chronic Sailing.

Life is Just Better on a Boat

sail with us!

Sailing changed my life for the better in nearly every way. It makes me more present, more thoughtful, more focused, healthier, happier, just better as a person in most every way. I would be honored to help share it with you and then watch it become a part of your life.

Keep it chronic.

- Captain Shawn

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	Admiral of the Bay Nautical Event Designers

, or large schooners. Your Nautical Event Designers for all your corporate needs, cocktail or dinner cruises, Chesapeake Bay crab feasts, and unique formal dining occassions. We also specialize in nautical engagement, wedding and anniversary parties too! We also accept bitcoins through to enable easy transaction.

Annapolis Cruises

Annapolis is a beautiful historic seaport that’s great to explore by water.

Whether it’s a narrated sightseeing cruise or a day trip to St. Michaels, get out on the water with Watermark for an unforgettable journey. Our boats have a full bar service with light snacks available for purchase and restrooms on board. Most of our vessels are handicapped accessible and climate controlled.

Come on down and find us at Annapolis City Dock, 1 Dock Street and look for the red umbrella!

Annapolis Harbor & USNA

Hear the history of the U.S. Naval Academy, Annapolis’ role as a historic seaport, the region’s waterways, and catch a glimpse of the Bay Bridge.

Spa Creek Cruise

Step aboard our cozy launch for an intimate cruise up Spa Creek into the residential area of Old Annapolis, Eastport, and the banks of the U.S. Naval Academy.

See Schedule

Day on the Bay to St. Michaels

Cruise across the Chesapeake Bay to St. Michaels on the Eastern Shore.  Enjoy fresh seafood, boutique shopping, and historic sites all within walking distance.

Scenic Severn River Cruise

A spectacular 6-mile cruise on the beautiful Scenic Severn River and historic Annapolis Harbor; includes the banks of the United States Naval Academy

Chesapeake Bay Bridge Cruise

Cruise through Annapolis’ historic harbor, by the United States Naval Academy, and under the twin spans of the famous Chesapeake Bay Bridge.

Thomas Point Lighthouse Cruise

View this National historic landmark as you cruise the Chesapeake Bay on a narrated cruise.  Not just for lighthouse enthusiast; everyone loves it!

Annapolis Sunset Cruise

Enjoy a fun music playlist, the sun setting, and a cool beverage from our River Run Bar as you relax on this 60-minute cruise through the Annapolis Harbor.

Water Taxi Service

Hop on a taxi to visit your favorite restaurant or to get downtown from Eastport.  Taxi’s operate in the Annapolis Harbor, including Spa Creek and Back Creek

Special or Seasonal Cruises

From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonal cruises throughout the year.  Click below to learn more.

Baltimore Cruises

From live music cruises to New Year’s Eve, Watermark offers a variety of special and seasonl cruises throughout the year.  Click below to learn more.

Yacht Charter Annapolis - Yacht Rentals Annapolis

Top-rated yacht charters in annapolis - preselected yacht rentals:.

Yacht Sun Odyssey 389 for rent in Annapolis

• Sun Odyssey 389 [Yacht Price incl. Taxes]
• Barbeque Grill
• Yacht Insurance
• Final cleaning
• Damage waiver
• Cancellation insurance
• Maryland Amusement Tax
• VAT or sales tax
• Credit Card Payments (surcharge)

Catamaran Saona 47 for hire in Port Annapolis Marina

• Saona 47 [Yacht Price incl. Taxes]
• Outboard engine for dinghy
• Fuel (for outboarder)

Yacht Dufour 430 available for charter in Port Annapolis Marina

• Dufour 430 [Yacht Price incl. Taxes]

Yacht Sun Odyssey 440 available for charter in Port Annapolis Marina

• Sun Odyssey 440 [Yacht Price incl. Taxes]

Yacht Dufour 530 for charter in Annapolis

• Dufour 530 [Yacht Price incl. Taxes]

Sailing yacht Jeanneau 58 for rent in Port Annapolis Marina

• Jeanneau 58 [Yacht Price incl. Taxes]
• Skipper (food not included)

Catamaran Aura 51 for rent in Port Annapolis Marina

• Aura 51 [Yacht Price incl. Taxes]
• Dinghy with engine

Cat Elba 45 for rent in Annapolis

• Elba 45 [Yacht Price incl. Taxes]

Cat Tanna 47 for hire in Port Annapolis Marina

• Tanna 47 [Yacht Price incl. Taxes]

Catamaran Astrea 42 for charter in Annapolis

• Astrea 42 [Yacht Price incl. Taxes]

Sailing boat Jeanneau 51 for rent in Port Annapolis Marina

• Jeanneau 51 [Yacht Price incl. Taxes]

Cat Aura 51 available for charter in Port Annapolis Marina

Catamaran Isla 40 for hire in Annapolis

• Isla 40 [Yacht Price incl. Taxes]

Motor yacht Jeanneau NC 33 available for charter in Port Annapolis Marina

• Jeanneau NC 33 [Yacht Price incl. Taxes]

Sailboat Dufour 56 Exclusive available for charter in Annapolis

• Dufour 56 Exclusive [Yacht Price incl. Taxes]
• Cockpit cushion
• Service fee

Charter a boat in Annapolis

Yacht rentals in annapolis, maryland.

Located on the beautiful Chesapeake Bay on the American East Coast, Annapolis , Maryland is the perfect place to spend a sailing holiday. By booking online, the amazing possibility of seeing the picturesque Chesapeake will be a step closer to reality.

By renting one of the catamarans, motorboats or sailboats available through YACHTICO.com, you can see and taste the Chesapeake Bay experience for yourself. World known for the delicious crabs that come out of these waters, the Chesapeake is a food-lover’s dream. Also the home of the United States Naval Academy and important parts of American history, Annapolis has a large variety of attractions to offer its visitors.

Charter a catamaran in Annapolis to sail up the Atlantic coast to New York or Rhode Island. Hire a motorboat to see as much of the Maryland coastline as possible. Or book a sailboat to enjoy a relaxing couple of days on the Chesapeake Bay.

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"Seriously Fun"

Learn to Sail the Annapolis Way

Adult Sailing Lessons

Youth Sailing Lessons

Join KeelBoat Club

Rent a Sailboat

Evening Sailboat Charters

Try Sailing

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I intend on renting or chartering sailboats in the future.

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Sailing is an Experience to be Enjoyed Over a Lifetime

We provide a community at the Annapolis Sailing School for your ongoing growth and enjoyment. We offer day sailboat rentals, adult sailing, KeelBoat Club Membership, KidShip sailing, powerboat lessons, and events at our beautiful location on Bembe Beach.

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Annapolis Sample Itinerary

The Waypoints Annapolis base is in the heart of Annapolis right in the middle of the sailing capital of the world. The Chesapeake Bay, at about 200 miles long, is the largest estuary in the United States. There are coves and inlets all along the shoreline, small quaint towns to explore, and plenty of places to anchor or dock with history all around you as you explore national landmarks.  

Your destinations on the Chesapeake Bay are boundless. Make sure to allow time to visit downtown Annapolis at the beginning or end of your charter. Here you will find Main St. and small side streets loaded with shops, restaurants, galleries, and the Market House. And if time allows, take a stroll through the Naval Academy. Whatever you choose, you cannot go wrong in this historic town. 

Sailing Itineraries are helpful when planning your charter. You can choose the North or the South route. North takes you to historic Baltimore Harbor with nice quiet anchorages along the way. Sailing the South route will take you to places such as the legendary St. Michaels and the historical landmarks in Oxford and Cambridge. 

So many destinations on the Bay to explore makes Annapolis a great choice for your charter vacation.

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Annapolis Fall Charter Special. Get One Night FREE!*

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Annapolis Yacht Rentals

Yacht charters at annapolis.

America’s Sailing Capital!

Annapolis is the state capital of Maryland, and, is also one of the oldest cities in the US. dating back to the 1600’s, full of authentic architecture, and, is home to the famous US naval academy. This historic city is also in the heart of the Chesapeake Bay. This gigantic estuary is fed by hundreds of rivers. The combination of salt and fresh water nurture an amazing amount of wild life and sea food, so be sure to east as many crabs, oysters, and local fish as you can!

Winters, early spring and fall are cool, while summers are warm and humid. The best time to visit for warm weather is from May until early October, with on average 205 Sunny days a year

Quick Facts

Why hire a yacht in annapolis.

Charter a boat in Annapolis

Why hire a yacht in Annapolis? That is because this is considered the sailing capital of the United States. This is because of the beautiful waters of Chespeake bay. You need to rent a boat in Annapolis to experience this. Charter a boat in Annapolis and sail your rental yacht in Chesapeake bay, visit authentic fishing, and sail into scenic rivers full of wildlife. An Annapolis rental yacht is also so relaxing! When you rent a yacht in Annapolis, you will see a natural coastline of bays, rivers, and islands , rich in history and nature. Your Annapolis boat rental can also take you to nearby historic villages and destinations. These include villages like Saint, Michales, Oxford, and Kent Island., Onboat has curated a collection of select Annapolis charter yachts for you to choose from. A boat rental in Annapolis is how this city was really meant to be celebrated. Also, inquire about party boats in Annapolis when you are having an event!

Call (844) 500-2628 to book a private Annapolis charter boat today.

How to rent a yacht in Annapolis?

How much does it cost to rent a yacht in annapolis, what yacht charter is popular in annapolis, what to do before you board a charter boat in annapolis, while aboard.

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New on the Docks: Leopard 46

• By Cruising World Staff
• September 18, 2024

Leopard Catamarans has unveiled the Leopard 46 sailing cat.

“The Leopard 46 is a testament to Leopard Catamarans and Robertson and Caine’s commitment to engineering excellence and elevated onboard living,” Franck Bauguil, global sales manager at Leopard Catamarans, stated in a press release. “We have meticulously designed and built a vessel that not only delivers exceptional performance but also provides an unparalleled level of luxury and comfort.”

The Leopard 46 has an exterior design inspired by powercats. Its wraparound coachroof windows allow for panoramic views and lots of natural light inside. The companionway sliding door fully retracts abaft the helm station, connecting the saloon and cockpit as a single area for relaxation and entertainment.

Other key features include a hybrid electric drive option and integrated solar panels, both of which have the potential to make cruising more sustainable and efficient.

Leopard allows owners to personalize the 46 by ordering one of several layouts. Options include three staterooms plus a utility room; or four- and five-stateroom variations. Owners also can choose the configuration of tables and furniture in the saloon and cockpit.

There’s an optional performance-sail package, as well as an optional lifting tender platform.

Where to see the Leopard 46: The boat is expected to be at the Annapolis Sailboat Show in October, where it will be a nominee for Cruising World ’s 2025 Boat of the Year. It will also be available for charter through The Moorings and Sunsail.

Where to learn more: Click over to leopardcatamarans.com

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