• Tradition Sailing Charters - Enjoy a “once in a lifetime experience” sailing onboard a historical and traditionally rigged, Classic West Indian Sloop. Tradition, built in 1978 to sail cargo up and down the Lesser Antilles, Caribbean (including smuggling rum!), is one of the last surviving vessels of her kind.

The Captain will pick you up on the small wooden dock in Sandy Ground, and transfer you to Tradition. Once onboard, sip on Mimosas and freshly squeezed Orange Juice while the Captain gives a short history of Tradition and a safety briefing.

Then the crew will raise the sails while you enjoy a delightful 1-1.5 hour sail to the gorgeous and secluded Little Bay. The captain and crew are always happy to show you the ropes, if you’d like to participate in the sailing.

• Little Bay - Once at anchor in Little Bay, spend the next hour exploring the delightful marine life, including turtles and stingrays, using the complimentary snorkel gear and swim aids. Swim to the beach, jump off the famous Little Bay Rock, or simply, relax on the boat’s shaded deck enjoying a cold beer, chilled glass of wine, rum punch, or your favorite beverage.

Once you work up your appetite, feast on a delicious onboard picnic of fresh Caribbean Lobster Rolls, Greek Salad, Cassava Chips, Watermelon, and Cookies. After lunch and great conversation with the crew and other guests, enjoy a brief post-lunch swim before sailing back to Sandy Ground.

This all-inclusive adventure includes a fully stocked cooler with alcoholic and non-alcoholic beverages, snorkeling gear, swim aids, a delicious lunch, and an authentic sailing experience onboard the last surviving sail-trading vessel of its kind.

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

• 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 majestic 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.

• Vegetarian option is available, please advise at time of booking if required
• Not recommended for travelers with very serious Lobster/Peanut Allergies, and where an epi pen may be required

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