Destinations
The best of the Caribbean and Bahamas, by yacht.
Five distinct cruising grounds, each with its own character — chosen and chartered firsthand by our team.
Where to Sail
Pick the water. We'll plan the week.
Every destination we represent we’ve sailed ourselves. Below is the short list of where we send our guests — from the protected trade-wind sailing of the BVI to the shallow turquoise cays of the Exumas. Tap into any one for the full guide, pricing, and what makes that stretch of water different.
Caribbean
British Virgin Islands
The Caribbean's sailing capital — protected, turquoise waters.
Forty percent of the Caribbean’s charter fleet lives here, and for good reason. The islands wrap around the Sir Francis Drake Channel — a protected inland sea of warm, calm water where most legs are an easy daysail and every anchorage feels close. It’s the most popular first charter for a reason.
Best For
First-Timers
Vessel Type
Sailing Cats
Sailing
Year-Round
More Cruising Grounds
Four more distinct waters.
Each stretch of water has its own rhythm — the right one depends on your group, the time of year, and what you want the week to feel like.
Caribbean
U.S. Virgin Islands
American convenience meets untouched Caribbean wilderness. Short hops between St. Thomas, St. John, and St. Croix — no passport required from the U.S., and Virgin Islands National Park covers two-thirds of St. John.
- No Passport Needed
Caribbean · Leeward Islands
St. Martin & St. Barts
This trio of islands offers the Caribbean’s most diverse charter experience. French markets and beach clubs on St. Martin, the legendary St. Barts harbor and dining scene, and quieter anchorages on Anguilla — all within a daysail.
- Best Dining
Caribbean · Windward Islands
The Grenadines
The Caribbean the way it used to be. Thirty-two islands and cays between St. Vincent and Grenada — only nine inhabited — with empty anchorages, reliable trades, and the southernmost hurricane-light cruising in the region.
- Most Remote
Atlantic · Bahamas
The Bahamas
Seven hundred islands of blinding turquoise calm. The Exumas, Abacos, and Berry Islands deliver shallow draft anchorages, swimming pigs, and the most photographed water in the hemisphere — best explored by power catamaran.
- Shallow Water
Not Sure Where to Start?
Pick the kind of week you want.
Sometimes the easier question is what kind of experience you’re after. Here’s where each fits best.
First charter ever.
Protected water, short legs, lots of moorings, and a familiar charter rhythm. Calm seas matter more than novelty.
Long lunches, late dinners.
A charter built around the table — French markets, beach clubs, oceanfront restaurants and the harbors that connect them.
Quiet, off-grid, remote.
Empty anchorages, fewer boats, the Caribbean before the crowds discovered it. Best for repeat charterers.
Shallow turquoise water.
The water you’ve seen in every Instagram post. Power catamaran territory — sandbars, swimming pigs, glass-clear coves.
Still Deciding
Let a broker help you choose.
Tell us about your group, the time of year, and what you want the week to feel like — we’ll match you to the water and the yacht that fit.