Yachts at anchor off Gustavia, St. Barths, in late light

Sail by Destination

The Caribbean

St. Barths · Antigua · St. Kitts · St. Lucia · the Bahamas · the Virgin Islands

Cruises › The Caribbean

Map of the Caribbean from the Bahamas to St. Lucia

Map data © Mapbox © OpenStreetMap

The Region

The Yachting Caribbean

The Caribbean we sail is not the one the megaships work. Small ships and yachts anchor off Gustavia and Jost van Dyke, stay late into the evening and find the coves the crowds never reach. St. Barths, Antigua and the Virgin Islands are the heart of it, with St. Lucia and the quiet southern islands beyond.

When to Sail

December to February

The classic season. Dry, breezy and reliably warm, with the yachting calendar in full swing around St. Barths.

March to April

Settled seas and long golden evenings as the season winds down. Often the best-kept secret in the calendar.

May to November

The quiet months, when most of the fleet crosses to the Mediterranean and the islands belong to the few who stay.

Begin Your Journey

Every Detail, Personally Curated

We have not laid this region’s sailings out on the page yet: we pull them live, for your dates. Tell us when you would like to sail and whether you are travelling alone, as a couple or with friends, and we will come back with the exact sailings you are looking for and a full cost, air included.

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