Adventure Learning Schedule

Adventure awaits — but spots are limited! Don’t miss your chance to level up your sailing skills and create memories and friendships that will last a lifetime. These unique voyages only happen a few times a year — secure your spot before it sails away!
To reserve a cabin for a future Adventure Learning Vacation, a $250 non-refundable deposit is required. A $2,500 down payment is due six months before departure to secure the boats and trip. The remaining balance must be paid 100 days before departure.
If you cancel a reserved cabin, the $250 deposit is forfeited and cannot be applied to other trips or activities.

May 28 - June 5, 2025

British Virgin Islands | 6 Cabins | 0 Available | 1 Waitlisted
Widely regarded as one of the best sailing destinations in the world, making them an ideal location for a bareboat charter. With over 60 islands and cays to explore, each offering its unique charm and beauty, the BVI provide endless opportunities for adventure. The consistent trade winds and calm seas create perfect sailing conditions for both beginners and seasoned sailors. Iconic spots like the Baths on Virgin Gorda, the famous Willy T floating bar, and the tranquil anchorages at Jost Van Dyke ensure that your sailing itinerary will be filled with breathtaking sights and unforgettable experiences.
British Virgin Islands
St. Vincent

November 2025

St. Vincent / The Grenadines | 6 Cabins | 4 Available | 0 Waitlisted
St. Vincent and the Grenadines is an exceptional destination for a bareboat charter, offering a pristine and unspoiled sailing experience. This stunning archipelago is known for its breathtaking scenery. Lush green islands, crystal-clear turquoise waters, and vibrant marine life all surround you.

April / May 2026

Bahamas | 6 Cabins | 6 Available | 0 Waitlisted
The Bahamas is an extraordinary destination for bareboat chartering, offering sailors a paradise of clear turquoise waters, pristine beaches, and diverse marine life. With over 700 islands and cays to explore, each with its unique character, the Bahamas provides an expansive and varied sailing experience.
Bahamas
St. Lucia

October 2026

St Lucia | 6 Cabins | 6 Available | 0 Waitlisted
Explore St. Lucia's dramatic coastline, where the iconic Pitons rise majestically from the sea. This Caribbean paradise offers lush rainforests, secluded anchorages, and vibrant coral reefs for snorkeling and diving. Experience the bustling markets of Castries, the therapeutic Sulphur Springs, and charming fishing villages along the way.

April / May 2027

US & Spanish Virgin Islands | 6 Cabins | 6 Available | 0 Waitlisted
A premier destination for bareboat chartering, offering a unique blend of stunning natural beauty, ideal sailing conditions, and rich cultural experiences. The crystal-clear turquoise waters and pristine beaches of islands like St. Thomas, St. John, and St. Croix create a picturesque backdrop for your sailing adventure.
US Virgin Islands