• Tradition Sailing Charters - Experience an unforgettable journey aboard a historic and traditionally rigged Classic West Indian Sloop. Built in 1978, Tradition was designed to transport cargo throughout the Lesser Antilles, Caribbean, and even engaged in rum smuggling! It stands as one of the last remaining vessels of its kind.

The Captain will meet you at the quaint wooden dock in Sandy Ground and escort you to Tradition. After a brief history of the vessel and a safety briefing, the crew will hoist the sails, allowing you to enjoy a delightful 1-1.5 hour sail to the stunning and secluded Little Bay. The captain and crew are eager to teach you the ropes if you wish to participate in the sailing.

• Little Bay - Once anchored in Little Bay, spend an hour exploring the vibrant marine life, including turtles and stingrays, with complimentary snorkel gear and swim aids. Swim to the beach, leap off the renowned Little Bay Rock, or simply relax on the boat’s shaded deck with a cold beer, a chilled glass of wine, rum punch, or your preferred beverage.

This all-inclusive adventure offers a fully stocked cooler with both alcoholic and non-alcoholic drinks, snorkeling equipment, towels, swim aids, and an authentic sailing experience aboard the last surviving sail-trading vessel of its kind.

• GST (Goods and Services Tax)
• Unlimited drinks (open bar)
• Water and other non-alcoholic drinks
• Towels
• Use of snorkeling equipment

• Gratuities
• Transportation to/from attractions

Experience the genuine charm of sailing on a traditional Caribbean “Rum Runner” from the past as Tradition navigates to one of Anguilla’s secret gems, Little Bay.

Little Bay is a breathtaking sanctuary, home to turtles, nesting pelicans, tropic birds, and impressive cliffs, making it an essential stop on your Anguilla adventure. Leap from the side of Tradition and immerse yourself in the vibrant marine life while snorkeling in the warm, buoyant Caribbean waters.

For a full refund, cancel at least 24 hours before the scheduled departure time.