A Windward Islands yacht charter from 350,000 euros per week delivers one of the Caribbean’s great island-hopping circuits aboard vessels in the 50 to 65 metres range. The chain stretches from Grenada in the south to Dominica in the north, covering more than 500 nautical miles of consistent trade wind sailing and varied anchorages, each island distinct in character and pace.
At this rate level the fleet accommodates up to twelve guests across five to six cabins, with professional crews managing provisioning, navigation, and water sport activities throughout. The northeast trade winds blow steadily through the high season, keeping passages brisk and anchorages calm. Teak decks, shaded lounges, and comprehensive water toy packages come standard on yachts at this bracket.
The 350,000 euro weekly rate covers the yacht and crew. An advance provisioning allowance of approximately 30 percent of the charter fee settles fuel, food, port dues, and drinks on account. December through April is peak season. The Windward Islands fall within the hurricane belt, so June through October sees reduced fleet availability as most yachts relocate. November and May offer very good conditions and better availability.
A full week in the Windwards allows proper island-hopping rather than rushed port calls. Most itineraries begin in Grenada or St Vincent, working north through the Grenadines before finishing in Bequia or Carriacou. The Tobago Cays Marine Park, with its resident sea turtles and horseshoe reef, anchors almost every route as the itinerary’s natural centrepiece and most memorable night at anchor.
