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Explore the Caribbean Firsthand
Need a little inspiration? Share your travel style with us, and we'll recommend the perfect cruising area and itinerary tailored to you.
British Virgin Islands
The sailing capital of the world. More than 60 islands and cays packed into a compact cruising ground, with sheltered waters, gentle trade winds, line-of-sight navigation, and so many world-class anchorages you could return every year and never repeat one. The BVI is where we sail most — it's our home water.
Sample BVI Itinerary
Norman Island & The Caves
Snorkel the Indians and the Caves, then jump off the legendary floating bar — Willy-T — to toast your first night aboard.
Cooper Island & Salt Island
Snorkel the famous wreck of the RMS Rhone, then visit Cooper Island Resort for a rum tasting at the Caribbean's largest rum collection. Snorkel Cistern Point before sunset.
Virgin Gorda
Explore The Baths National Park — giant granite boulders form a maze of grottos and pools. Snorkel Mountain Point, then sundowners at Saba Rock and Bitter End Yacht Club.
Anegada
Spot pink flamingos and conch shell island. Dive for fresh conch and try ceviche on deck. Rent a Moke and island-hop between endless white-sand beaches. Local lobster and limbo at Potters by the Sea.
Dog Islands & Scrub Island
Snorkel or dive the Dogs — uninhabited volcanic islets teeming with turtles. Then enjoy Scrub Island Resort: pools, spa, a beautiful beach with a volleyball court and bar.
Jost Van Dyke
Visit the national park islets Sandy Spit and Sandy Cay. Swim in the Bubbly Pool. Spend the afternoon at White Bay — swim with turtles and try the famous Painkiller at Soggy Dollar Bar. Local food at Hendo's, then karaoke at Foxy's.
Tortola & Cane Garden Bay
Visit Cane Garden Bay — a long beach filled with bars and a rum distillery. Prefer a quieter night? Anchor in a peaceful neighboring cove with great snorkeling for a calm final evening under the stars.
Every itinerary is custom-built around your preferences — pace, interests, celebrations, dietary needs, and the vibe you're after. The week above is a starting point. The actual route adapts to weather conditions, your mood on any given day, and spontaneous discoveries along the way. Some guests fall in love with Anegada and stay an extra day; others chase every snorkel spot on the map. There's no fixed script — the Caribbean determines what's possible, and you determine what's next.
US Virgin Islands
American convenience meets Caribbean charm. St. Thomas, St. John, and St. Croix offer duty-free shopping, world-class snorkeling, and an easy entry for U.S. travelers — no passport required. St. John in particular is a jewel, with two-thirds of the island protected as a national park.
Highlights
Every itinerary is custom-built around your preferences and adapts to weather conditions. USVI charters can also be combined with the BVI for a two-island-nation voyage — a great option for guests who want a taste of both.
Windward Islands
For those who want to venture further. St. Maarten to St. Vincent & the Grenadines — a chain of dramatic volcanic islands with vibrant cultures, secluded anchorages far from the crowds, and some of the most striking sailing in the hemisphere. Longer passages, bigger rewards.
Highlights
Every itinerary is custom-built around your preferences, pace, and interests. Windward Island voyages require longer passages and are highly weather-dependent — routes flex and adapt day by day. This is blue-water cruising at its finest, for guests who want to go where few charter guests do.
Not Sure Which Destination? We'll Guide You
Every group is different. Tell us what you're dreaming of and we'll recommend the perfect cruising ground — and build an itinerary around it.
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