Welcome to Tradition Sailing in Anguilla
Tradition Sailing
You take your first look at her, and you know she’s special. She’s bold. She’s beautiful. She’s classy. She has a past. You gaze at her lines and you see she’s fast. She wants to go places. Suddenly you will do anything to go there with her. You suspect you’ll be in for the Caribbean adventure of your life, and you’re right!
Welcome to Tradition Sailing and the most unforgettable sailboat in Anguilla!
Tradition is a classic West Indian gaff rigged sloop, built on the Windward beach of the island of Carriacou. Designed for sailing up and down the Caribbean carrying a variety of cargo to all the islands, she is part of a rich, colorful, and rapidly vanishing Caribbean sailing heritage. Once commonly seen throughout the islands, traditional island-built sloops are now an uncommon and extraordinary sight.
Now you can be a part of the history of the Caribbean. A rare old sloop, Tradition is a working symbol of what sailing in the Caribbean used to be. Tradition has been refitted for charter use, and has been given a new life and a new purpose that you can experience.
If the sight of a classic wooden sailboat fills you with excitement and longing, you need to join us. Step aboard Tradition, our gorgeous red wooden sloop, and we’ll promise you a special and memorable Anguilla sailing adventure.
You will experience the true magic of sailing on the Tradition Sailing
Tradition Sailing's crew
Now, you are her precious cargo, and the captain and crew are eager to have you experience the joys of sailing through dazzling, crystal clear waters with the wind in your hair and the fresh scent of sea spray in the air.
You will experience the true magic of sailing in the paradise of the tropics on the 50 foot deck of Tradition. Hoist the sails, take the tiller, or simply sit back, relax and sip on a rum punch while you gaze at the stunning Anguilla coastline and keep your eyes out for turtles and dolphins. We’ll sail you to the most pristine snorkeling sites Anguilla has to offer. We’ll cruise to secluded bays where you can swim, snorkel the breathtaking reefs, or simply sunbathe. If you’re feeling adventurous, leap off the rocks of Little Bay and submerge yourself in the warm, sparkling waters of the Caribbean Sea.
Tradition Sailing’s experienced and professional crew is on hand to ensure your day is filled with pure relaxation and enjoyment. We offer complimentary beverages, a delicious picnic lunch, and snorkeling equipment.
If your vacation desire has you wanting an adventurous day in the midst of simple days on the beach, join us. If you are a person who loves the sea and has appreciation for a resilient, historical, beautiful, and exclusive sailing vessel and you are being called aboard, join us.
We offer full and half day packages, stunning sunset sails complete with champagne, private and custom charters, or you can even join us as regatta crew! From romantic getaways to family excursions, we have the itinerary that suits you.
