The Tradition Sailing Adventures
Experience the British West Indies on the Tradition Sail Boat.
A hand-crafted masterpiece from 1978 that will take you through the paradise waters visiting the most amazing beaches and islands in the area.
Watch an incredible sunset, indulge in a mouthwatering lobster lunch or snorkel in the turquoise paradise waters of Anguilla.
Gather your friends and family for the highlight of your tropical, paradise vacation.
MOST POPULAR FROM $445.00 6 HOURS 4+ YEARS
Shared Prickly Pear Lobster Lunch Day Sail
This amazing sail to the Paradise island Prickly Pear is a day of indulgence that begins the moment your feet touch the deck of Tradition and only ends when we wave you goodbye. We’ll greet your with Morning Mimosas or a glass of freshly squeezed orange juice and feast on succulent grilled Caribbean lobster.
Shared Little Bay Half Day Sail and Snorkel Adventure
Our Half Day Sail and Snorkeling Adventure to Little Bay is the perfect solution for families with small children.
FROM $255.00 2.5 HOURS 18+ YEARS
Shared Sunset Sailing Cruise
Nothing says sublime like a Sundowners sail on Tradition. This 2 hour 30 minute sunset sail on Tradition will be a guaranteed highlight of your tropical vacation in paradise.
Private Sunset Sail
Nothing says sublime like a Sundowners sail on Tradition in the West Indies. This 2 hour 30 minute sunset sail on Tradition will be a guaranteed highlight of your tropical vacation in paradise.
Private Prickly Pear Lobster Lunch Day Sail
Join us for a magnificent sail to the tropical paradise, Prickly Pear in the West Indies, where a beachcomber’s paradise awaits. It’s a day of indulgence that begins the moment your feet touch the deck of Tradition and only ends when we wave you goodbye.
Private Half Day Sail, Snorkel and Lobster Picnic
This Adventure to Little Bay in the West Indies is Rated the “Best Day Sail Experience” on TripAdvisor.
Custom Private Charters
Your Day, Your Way! Create your own Sailing excursion in the British West Indies!