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Caribbean

Trade-wind sailing through turquoise waters. The BVI, Grenadines, Antigua, and the Bahamas offer some of the world's most accessible and spectacular cruising grounds.

Cruising areas in Caribbean

British Virgin Islands
Grenadines
Antigua & Barbuda
Bahamas
USVI
Martinique & Guadeloupe

Charter destinations(20)

AbacosPremium

Abacos

๐Ÿ‡ง๐Ÿ‡ธBahamas

The northern Bahamas' sheltered cruising ground: the Sea of Abaco, protected by a chain of barrier cays, with the colourful colonial settlement of Hope Town and the recovering landscape of post-Dorian recovery.

AnegadaPremium

Anegada

๐Ÿ‡ป๐Ÿ‡ฌBritish Virgin Islands

The BVI's flat coral outlier, 15 miles north of Virgin Gorda, where the reef navigation is the challenge and the lobster dinner on the beach is the reward.

AnguillaUltra-Premium

Anguilla

๐Ÿ‡ฆ๐Ÿ‡ฎAnguilla

A low coral island eight miles north of Sint Maarten, known for beaches that rival any in the Caribbean and a quiet luxury that does not rely on a yacht club or marina culture.

AntiguaPremium

Antigua

๐Ÿ‡ฆ๐Ÿ‡ฌAntigua and Barbuda

English Harbour, Antigua Sailing Week, and 365 beaches: a Leeward Islands charter base with deep racing heritage and a south coast of reef-sheltered anchorages.

Berry IslandsPremium

Berry Islands

๐Ÿ‡ง๐Ÿ‡ธBahamas

Thirty mostly uninhabited cays between Nassau and the Abacos, quieter and less visited than the Exumas, with bonefishing flats, reef diving, and a pace set by the tide.

CubaMid-Range

Cuba

๐Ÿ‡จ๐Ÿ‡บCuba

Caribbean sailing's frontier market: the southern cays of Cayo Largo and Jardines de la Reina offer pristine reef diving, while Havana provides the cultural counterpoint.

Dominican Republic (Samana)Mid-Range

Dominican Republic (Samana)

๐Ÿ‡ฉ๐Ÿ‡ดDominican Republic

The Bahia de Samana on the Dominican Republic's north-east coast, where humpback whales calve from January to March and the palm-lined bay provides a Caribbean anchorage with a distinct Dominican character.

ExumasPremium

Exumas

๐Ÿ‡ง๐Ÿ‡ธBahamas

A chain of 365 cays stretching 130 miles through the central Bahamas, with swimming pigs, nurse sharks, and shallow-water sailing over white sand that demands vigilant pilotage.

GrenadaMid-Range

Grenada

๐Ÿ‡ฌ๐Ÿ‡ฉGrenada

The spice island at the southern end of the Windwards, below the main hurricane belt, with a longer charter season and a west coast of sheltered bays perfect for unhurried sailing.

GuadeloupeMid-Range

Guadeloupe

๐Ÿ‡ฌ๐Ÿ‡ตGuadeloupe

The butterfly-shaped French department in the Leewards, with the volcanic peak of La Soufriere, the colonial charm of Les Saintes, and a Creole kitchen that elevates the charter provisioning.

MartiniqueMid-Range

Martinique

๐Ÿ‡ฒ๐Ÿ‡ถMartinique

The Windward Islands' busiest charter base, centred on Le Marin's vast marina, with French Caribbean provisioning and direct passages south to St Lucia and the Grenadines.

Saint Martin / Sint MaartenPremium

Saint Martin / Sint Maarten

๐Ÿ‡ซ๐Ÿ‡ทSaint Martin

A dual-nation island split between France and the Netherlands, serving as the Leeward Islands' central charter hub with Anguilla, St Barths, and Saba within day-sail reach.

St BarthsUltra-Premium

St Barths

๐Ÿ‡ซ๐Ÿ‡ทSaint Barthelemy

The Caribbean's French luxury outpost: Gustavia's harbour, a cuisine scene disproportionate to the island's size, and a social anchorage where charter yachts and superyachts share the same quay.

St CroixMid-Range

St Croix

๐Ÿ‡ป๐Ÿ‡ฎUnited States Virgin Islands

The USVI's southern outpost, separated from St Thomas by 40 miles of open water, with wall diving at Buck Island and a quieter charter scene than the main Virgin Islands.

St LuciaMid-Range

St Lucia

๐Ÿ‡ฑ๐Ÿ‡จSaint Lucia

The twin volcanic cones of the Pitons anchor the Caribbean's most dramatic anchorage, with Rodney Bay at the north end providing the charter base and marina facilities.

St Thomas & St JohnPremium

St Thomas & St John

๐Ÿ‡ป๐Ÿ‡ฎUnited States Virgin Islands

The US-flagged gateway to Virgin Islands sailing, with easy provisioning in Charlotte Amalie and the national park anchorages of St John across the channel.

St Vincent & the GrenadinesMid-Range

St Vincent & the Grenadines

๐Ÿ‡ป๐Ÿ‡จSaint Vincent and the Grenadines

The Grenadine chain from Bequia to Carriacou โ€” a string of small islands in the trade winds where each anchorage has its own character and the sailing between them is the point.

Tobago CaysMid-Range

Tobago Cays

๐Ÿ‡ป๐Ÿ‡จSaint Vincent and the Grenadines

A cluster of five uninhabited islands inside a horseshoe reef in the southern Grenadines, where the turtle snorkelling and reef anchoring define the Caribbean charter experience.

Tortola & the BVIPremium

Tortola & the BVI

๐Ÿ‡ป๐Ÿ‡ฌBritish Virgin Islands

The world's most-chartered cruising ground: the Sir Francis Drake Channel between Tortola, Virgin Gorda, and a dozen smaller islands, with trade winds and protected water.

Virgin Gorda & the BathsPremium

Virgin Gorda & the Baths

๐Ÿ‡ป๐Ÿ‡ฌBritish Virgin Islands

The BVI's eastern anchor: the granite boulder formations at the Baths, the sheltered lagoon of North Sound, and a quieter pace than Tortola's charter hub.