Sailboats in Hillsborough Harbor, Carriacou Getty Images / Bob Krist You've visited ... Laurie Gumbs in Anguilla runs traditional sailing charters with his cargo sloop turned into a charter ...

Packages are offered year-round; visit Tradition Sailing Charters' website for more information. Traditional Sailing Adventure to Anguilla's Prickly Pear Cays (85 reviews) The Best Sunset Sail and ...