Map

Imagine a floating college class where the wind carries you to 15 islands and turns you into the leader you were destined to be. Phase One of this 500-mile sailing odyssey takes you from your homeport of St. Martin to the shores of St. Barts. This leg of the journey is all about getting your sea legs and forging a strong bond with your crewmates, as well as the vessel, and taking part in intensive sail training. You’re on your way toward earning your first sailing certification.

Sail past Statia and Montserrat, pausing to hike the Quill and volunteer with volcano victims. Learn, not only how to navigate the sea, but local communities and cultures different than your own. During Phase Two, we continue bearing south to the Lesser Antilles. Dominica’s Boiling Lake and St. Lucia’s Pitons showcase Mother Nature at her most artistic. And Guadeloupe’s remotes outer islands — Iles des Saintes and Marie Galante — harken the Caribbean of thirty years ago.

“We would go on these long sails and see nothing but blue water and the island we were headed to in the distance, amazing.” — Garnett Swain, Waynesboro, VA

Phase Three takes the journey to a whole new latitude as the skipper and staff members hang back and let you and your fellow crewmates take the lead. Chart a course for the Windwards, slicing through the Grenadine Passage. From Carnival in St. Vincent to anchorage in Trinidad, you are at the helm.

What are my next steps?

The Caribbean

15 islands. 500 miles. The Leewards. The Windwards. The Lesser Antilles. The Grenadine Passage.

From St. Martin to Trinidad, discover pink, black and white sand beaches, volcanoes and endless opportunities to learn, lead and work as a team.

Dominica
The “Nature Island” covered in rainforests and home to over 300 waterfalls, an actual boiling lake and Morne Trois Pitons National Park.

Grenada
Grenada is lush rainforests, unspoiled beaches, and cocoa, nutmeg and banana trees on the trail to Seven Sisters Falls.

Ile des Saintes
An eight-island archipelago discovered by Columbus. Re-discover its uninhabited coasts, and pristine reefs.

Montserrat
Soufirère Hill sadly erupted in 1995 covering the southern half of the island in ash. Come learn about the history of the volcano and volunteer with a number of local NGOs waiting to welcome you.

Nevis
A lush green volcano and true Caribbean spirit dominate this small yet breathtaking sister island to St. Kitts.

St. Barts
St. Barts is a Caribbean fantasy come true: crystal blue waters, thriving underwater ecosystems, and Caribbean joie de vivre.

St. Kitts
A mountainous paradise that is home to green vistas, black sand beaches, flourishing reefs and a wealth of colonial and post-colonial history.

St. Lucia
The Pitons are just two of the many reasons to visit this colorful island that features black sand beaches and green, natural beauty.

St. Martin
In Grand Case bay, soak up crystal blue waters and a mile and a half beach with the finest white sand your feet have ever felt.

Statia
St. Eustatius (Statia) welcomes you into its laid back Caribbean lifestyle. But don’t get too laid back. A hike into the crater of “The Quill” volcano, awaits.