Windward Islands

Best Caribbean Islands for Sailing: An Honest Comparison Choosing where to sail in the Caribbean is one of the best problems a sailor can have. The islands are close together, the trade winds are reliable, the water is warm, and every island offers something different. But “best” depends entirely on what you care about. A… Continue reading Best Caribbean Islands for Sailing: An Honest Comparison

The Eastern Caribbean is one of the best cruising grounds in the world for a reason. The islands sit close together, the trade winds are reliable, the water is warm, and the cultural variety from one stop to the next is remarkable. Whether you have a week, two weeks for a focused Leeward Islands loop,… Continue reading Eastern Caribbean Sailing Itinerary: 7 Days to 3 Months, With Distances and Clearances