A Windward Islands yacht charter from 150,000 euros per week places you aboard vessels in the 38 to 52 metres range, with a professional crew dedicated to your week afloat. The Windward Islands chain stretches from Grenada in the south to Dominica in the north, covering more than 500 nautical miles of some of the Caribbean’s most consistent sailing and most rewarding anchorages.
Yachts at this rate bracket accommodate eight to ten guests across four to five cabins. On deck, expect aft deck dining, shaded flybridge lounges, and well-stocked water toy platforms. The trade winds blow reliably from the northeast through the winter season, creating ideal conditions for passage-making between the islands while keeping anchorages calm and the water clear.
The 150,000 euro weekly charter fee covers the yacht and crew. An advance provisioning allowance of approximately 30 percent of the charter fee is held on account for fuel, food, berthing fees, port dues, and drinks. High season runs December through April. The Windward Islands lie within the hurricane belt, so June through October carries higher weather risk and most charter yachts relocate north for the summer.
The Windward Islands reward a full week of island-hopping. Each anchorage carries its own character, from the bustling harbour at Bridgetown in the north to the calm lagoons of Mayreau and the Tobago Cays Marine Park further south. The reef systems, rainforest hinterlands, and local fishing communities make this chain one of the Caribbean’s most complete sailing destinations.
