Top Anguilla Sailing Tours

Board a classic West Indian sloop for a relaxing sail around Little Bay. Complimentary use of the boat’s snorkeling gear and swim aids is included. Slip into the sea alongside tropical fish, sea turtles, and water birds and then enjoy a variety of alcoholic and nonalcoholic beverages."

Board Tradition—a retired cargo sailboat that now serves as a luxurious leisure vessel—for a sail to the Prickly Pear Cays, a small group of islands off Anguilla’s coast. Enjoy snorkeling, swimming, a lobster lunch, and free time to walk white sand beaches. On the return trip, take advantage of the open bar and satisfy your sweet tooth with chocolate chip cookies and fresh watermelon.