Crewed Sailboat Charters

Monohull sailboats were the primary yacht type when the charter industry started in the 1970s in the Virgin Islands. There are still excellent crewed sailboat charters in the British Virgin Islands and the Caribbean. With two or more crew members, these yachts delight in sailing and experience the wind in your face and seawater spray. There is nothing like sailing windward on a monohull sailboat in a good breeze.

The winds can be pretty intense during the winter, making for excellent sailing in the Caribbean. Sailing in the British Virgin Islands and US Virgin Islands means shorter and more enjoyable cruises. The Leeward and Windward Islands offer more open sea sailing with longer distances between islands.

Experienced sailors will enjoy sailing during the winter months in St. Martin, St. Lucia, and the Grenadines. From St. Lucia, you can sail south to the Grenadines on a one-way basis. Popular drop-off ports are Union Island in St. Vincent, Grenadines, and Grenada.

The selection of crewed sailboat yachts ranges from Jeanneau, Beneteau, Oyster, Perini Navi, Stephens, Irwin, and many other builders.