The Best Sunset Sail and Cocktail Hour in Anguilla

There is nothing that says unforgettable Caribbean vacation than "Cocktail Hour" on an historic Caribbean Rum-smuggling sailboat. Step aboard Tradition and sail with us along the Anguilla coastline while enjoying our signature Champagne Cocktails, premium open bar, and tucking into our delicious house-made hors d'oeuvres. This intimate sail, on one of the last remaining sailing vessels of her kind, is an unforgettable highlight on your Anguilla vacation. With a maximum capacity of 12 passengers there is plenty of space to social distance while getting to know other Anguilla visitors. While we sail into the sunset, take advantage of the perfect light of the fading afternoon sun on the sails to capture some amazing photos. During this 2.5 hour sail along the Anguilla coastline, weaving our way between Crocus Bay and Little Bay, our friendly and professional crew will be making sure your drinks are always topped up, and the conversation keeps flowing. We're always happy to share some Anguilla history and stories. We'll keep a lookout for turtles, dolphins and if we're lucky during their migration, humpback whales passing through to their Spring and Summer waters.