Destination

British Virgin Islands

Bermuda to BVI Offshore Passage

BVI to Bermuda Offshore Passage

American Sailing
Availability : Apr 27 - May 01, 2026

Embrace the adventure of a lifetime and journey from the British Virgin Islands to Bermuda on the majestic Arabella. Don’t miss this unparalleled blend of adventure and luxury at sea.

From$3,100
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NEW

RACE THE BVI SPRING REGATTA ABOARD SPIRIT OF JUNO A LUXURY CRUISE

American Sailing
Availability : March 2027

Join American Sailing and Caribbean Sail Training for a hands-on racing adventure in the British Virgin Islands. Sail aboard Spirit of Juno, a Farr 65 performance yacht, and become part of the crew during one of the Caribbean’s most exciting regattas. Whether you’re new to racing or a seasoned sailor, you’ll learn, compete, and experience the thrill of teamwork at sea.

From$2,900
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Monohull BVI

British Virgin Islands A Monohull Learn-To-Sail Vacation

Horizon Sailing School
Availability : Nov 07-14, 2026
101 / 103 / 104

Learn to sail while exploring the beautiful British Virgin Islands on this week-long liveaboard adventure with Horizon Sailing School. Aboard a comfortable 34–44 ft monohull, you’ll build sailing skills while visiting iconic destinations like Norman Island, Virgin Gorda, and Jost Van Dyke. During the trip you can earn ASA 101, 103, and 104 certifications, gaining the knowledge and confidence needed to bareboat a monohull. With small groups, expert instruction, and time to snorkel, explore beaches, and enjoy island life, this experience blends hands-on sailing training with a relaxing Caribbean vacation.

From$3,495
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British virgin islands

British Virgin Islands A Learn-To-Sail Vacation

Learn To Sail San Diego
Availability : Nov 13 - 21, 2026
103 / 104 / 114

Join the Ultimate Sailing Experience! Set sail with us in the stunning British Virgin Islands, whether you want your own boat or prefer to share with others. Certified ASA instructors can be on board, guiding you through ASA 103, 104, and 114 certifications as you explore one of the world’s best sailing destinations. Don’t need certifications? Charter captains are available by request.

From$3,500
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Catamaran BVI Vacation

British Virgin Islands A Catamaran Learn-To-Sail Vacation

Horizon Sailing School
Availability : Nov 14-21, 2026
103 / 104 / 114

Learn to sail while exploring the beautiful British Virgin Islands aboard a 40–44 ft catamaran. During this week-long liveaboard adventure with Horizon Sailing School, you’ll gain hands-on sailing experience while visiting iconic islands like Norman Island, Virgin Gorda, and Jost Van Dyke. The course includes ASA 103, 104, and 114 certifications, onboard accommodations, instruction, and most meals.

From$3,995
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Annapolis Sailing School BVI Flotilla

British Virgin Islands A Learn-To-Sail Vacation

Annapolis Sailing School
Availability : Feb 06–13 & 15–21, 2027
104 / 114

Explore the stunning British Virgin Islands on a hands-on sailing adventure through crystal-clear waters, secluded anchorages, and vibrant island communities. Earn your ASA 104 Bareboat Cruising or ASA 114 Cruising Catamaran certification while gaining real-world experience aboard a 48-foot monohull or 46–48-foot catamaran. With steady trade winds and short passages between islands, the BVIs provide the perfect setting to build confidence and create unforgettable memories on the water.

From$5,200
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British Virgin Islands A Guided Flotilla

Sea Safaris Sailing School
Availability : Feb 13–20 & 20–27, 2027

Escape to the crystal-clear waters of the British Virgin Islands on an unforgettable 7-night catamaran sailing adventure. Sail aboard a luxurious 40–44 ft catamaran, explore iconic destinations like Anegada, Jost Van Dyke, and Norman Island, and enjoy the perfect balance of relaxation, island exploration, and hands-on sailing. Whether you’re looking to earn ASA certifications or simply experience one of the world’s premier cruising grounds, this all-inclusive sailing vacation offers the adventure of a lifetime.

From$2,897
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USE CODE: EARLYBIRDBVI

BVI Sail Week 2027

American Sailing
Availability : Jun 20-26, 2027

Celebrate BVI Sail Week with 7 days and 6 nights of sailing alongside fellow boats for one epic flotilla experience. Explore the iconic baths, get in on a small boat regatta at the famous Bitter End Yacht Club, and swim to shore to visit the iconic Soggy Dollar Bar. It’s going to be an action-packed sailing adventure!

From$2,250
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