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.

November 2025

Leeward Islands Adventure | 6 Cabins | 2 Available | 0 Waitlisted

This Adventure Learning Vacation is split into two back-to-back legs, offering both ASA 104/114 and ASA 106 students the chance to gain real-world experience sailing through the Leeward Islands. Join one leg or both—each offers a unique training ground to sharpen your skills in stunning Caribbean waters aboard a Leopard 50.

Leg 1: Antigua to St. Martin (ASA 104/114 Focus)

November 1–9, 2026 | 3 Cabins | 1 Available | 0 Waitlisted

Build your confidence and apply your ASA 104 and 114 skills as we island hop from Antigua through St. Kitts and St. Barts before wrapping up in St. Martin. A great opportunity to deepen your knowledge of cruising catamaran systems, inter-island navigation, and tropical anchoring.

Leg 2: St. Martin to BVI (ASA 106 Focus)

November 10–18, 2026 | 3 Cabins | 1 Available | 0 Waitlisted

This advanced leg is designed for ASA 106 students ready to take on overnight passage making. We’ll explore St. Martin, Anguilla, and St. Barts before setting sail overnight to the British Virgin Islands. You'll log serious sea time and put advanced navigation and seamanship into practice.

Reserve Cabin ($2,500)

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.

Reserve Cabin ($250)

October 2026

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.

Reserve Cabin ($250)

April / May 2027

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.

Reserve Cabin ($250)