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Caribbean Destinations

Where the Water Calls

Insider guides to 16 Caribbean charter destinations — anchorages, seasonal timing, yacht pairings, and sample itineraries.

British Virgin Islands yacht charter destination
Most Popular

Most Popular

British Virgin Islands

The world's sailing capital

Calm turquoise waters, short island hops, and legendary anchorages make the BVI the most popular charter destination on earth. From the Baths at Virgin Gorda to the beach bars of Jost Van Dyke, every ...

November
Season Start
$15,000+
Per Week
Discover British Virgin Islands →
St Barths yacht charter destination
Ultra-Luxury

Ultra-Luxury

St Barths

Where superyachts gather

The Caribbean's most glamorous destination, where megayachts line Gustavia harbor and world-class dining meets pristine beaches. St Barths is the ultimate superyacht charter destination, especially ov...

December
Season Start
$50,000+
Per Week
Discover St Barths →
The Grenadines yacht charter destination
Hidden Gem

Hidden Gem

The Grenadines

Caribbean as it used to be

A chain of 32 pristine islands stretching between St. Vincent and Grenada. The Tobago Cays marine park offers some of the world's finest snorkeling, while Mustique and Bequia provide barefoot luxury a...

December
Season Start
$18,000+
Per Week
Discover The Grenadines →
Antigua yacht charter destination
Classic

Classic

Antigua

A beach for every day of the year

With 365 beaches — one for every day of the year — Antigua offers an unmatched combination of natural beauty and colonial history. English Harbour's historic Nelson's Dockyard provides a stunning back...

December
Season Start
$15,000+
Per Week
Discover Antigua →
St Lucia yacht charter destination
Emerging

Emerging

St Lucia

The Caribbean's best-kept charter secret

Rising dramatically from the sea, the twin Pitons form one of the Caribbean's most iconic landscapes. St Lucia combines volcanic beaches, lush rainforests, and world-class resorts with an authentic Ca...

December
Season Start
$18,000+
Per Week
Discover St Lucia →
US Virgin Islands yacht charter destination
Accessible

Accessible

US Virgin Islands

America's Caribbean paradise

No passport required for US citizens — the USVI offers the Caribbean's most accessible luxury charter experience. St. Thomas provides a vibrant port with duty-free shopping, St. John offers pristine n...

November
Season Start
$15,000+
Per Week
Discover US Virgin Islands →
Barbados yacht charter destination
Refined

Refined

Barbados

Where British charm meets Caribbean soul

The easternmost Caribbean island combines world-class surf on the Atlantic coast with calm turquoise waters on the west. Sandy Lane and its surrounding Platinum Coast set the standard for Caribbean lu...

December
Season Start
$20,000+
Per Week
Discover Barbados →
Dominica yacht charter destination
Adventure

Adventure

Dominica

The nature island

Known as the "Nature Island," Dominica is the Caribbean's most unspoiled destination. Volcanic peaks, boiling lakes, 365 rivers, and pristine rainforests make this the choice for charterers seeking ad...

December
Season Start
$15,000+
Per Week
Discover Dominica →
Grenada yacht charter destination
Authentic

Authentic

Grenada

The spice island

The "Spice Island" delivers an intoxicating mix of nutmeg-scented air, pristine coral reefs, and vibrant culture. Grand Anse Beach is consistently rated among the Caribbean's finest, while the underwa...

December
Season Start
$16,000+
Per Week
Discover Grenada →
Guadeloupe yacht charter destination
Gastronomic

Gastronomic

Guadeloupe

France in the tropics

A butterfly-shaped French overseas territory offering the best of both worlds — volcanic rainforests on Basse-Terre and white-sand beaches on Grande-Terre. The Creole-French culinary scene is among th...

December
Season Start
$16,000+
Per Week
Discover Guadeloupe →
Martinique yacht charter destination
Cultural

Cultural

Martinique

The flower island

Another jewel of French Caribbean culture, Martinique blends European sophistication with Caribbean warmth. The island's capital Fort-de-France offers museums and markets, while the northern volcanic ...

December
Season Start
$16,000+
Per Week
Discover Martinique →
Anguilla yacht charter destination
Serene

Serene

Anguilla

The beach lover's paradise

Flat, dry, and surrounded by some of the Caribbean's most spectacular beaches, Anguilla is the ultimate beach destination. Shoal Bay, Meads Bay, and Rendezvous Bay consistently rank among the world's ...

December
Season Start
$20,000+
Per Week
Discover Anguilla →
St Kitts & Nevis yacht charter destination
Heritage

Heritage

St Kitts & Nevis

History meets tropical charm

The birthplace of Caribbean colonization, St Kitts & Nevis combines UNESCO World Heritage sites with lush volcanic landscapes and uncrowded beaches. Brimstone Hill Fortress offers panoramic views, whi...

December
Season Start
$15,000+
Per Week
Discover St Kitts →
St Martin / St Maarten yacht charter destination
Vibrant

Vibrant

St Martin / St Maarten

Two nations, one island

The smallest island shared by two nations — French St. Martin and Dutch St. Maarten — offers a unique dual-culture experience. The French side provides Michelin-starred dining and nude beaches, while ...

December
Season Start
$18,000+
Per Week
Discover St Martin / St Maarten →
St Vincent yacht charter destination
Untouched

Untouched

St Vincent

Gateway to the Grenadines

The main island and gateway to the Grenadines, St Vincent offers dramatic volcanic landscapes, black-sand beaches, and the Caribbean's most authentic local culture. La Soufrière volcano provides chall...

December
Season Start
$15,000+
Per Week
Discover St Vincent →
Trinidad & Tobago yacht charter destination
Cultural

Cultural

Trinidad & Tobago

Carnival spirit, island soul

Trinidad brings the Caribbean's most vibrant culture — Carnival, steel pan, and incredible street food — while Tobago offers pristine coral reefs and unspoiled beaches. Together they provide the most ...

January
Season Start
$15,000+
Per Week
Discover Trinidad →

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