Indulge in an authentic sailing experience on a classic Caribbean "Rum Runner" of yesteryear as Tradition sails to one of Anguilla's hidden treasures, Little Bay.  Home to turtles, nesting pelicans, tropic birds and magnificent... More

This activity starts in Anguilla. Guest saying in St. Maarten must arrange their own ferry to Anguilla. Simply ask your concierge or host to arrange a taxi to Marigot Port, Pay the departure tax and one-way ferry fee, clear securi... More

Discover the world’s rich diversity and breathtaking beauty through travel at Anguilla Day Trip Fantasies. Vacationing in St. Maarten? This Anguilla island tour and beach package makes it easy. Ask your concierge or host to arra... More

Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and contraband for cruising with charter guests and cocktails in Anguilla. This authentic and traditional sailing experience is a must... More