Sailing Trips in Anguilla
Top 5 Best Anguilla Sailing Trips
Found 3 Sailing Trips activities in Anguilla. Sort by Popularity.Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
(5 of 79 reviews)
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
Free Cancellation
Start From $474.60
Traditional Sailing Adventure to Anguilla's Prickly Pear Cays
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Anguilla
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Superb79 reviews5
Built in 1978, for sail-trading throughout the Caribbean, Tradition has exchanged sailing cargo and ....
Free Cancellation
Start From $474.60
The Best Sunset Sail and Cocktail Hour in Anguilla
(5 of 43 reviews)
The Ultimate Sunset Sail Experience. If you've never sailed on a classic wooden vessel, our Sunset Sail on Tradition is the way to start. Sail with us (yes, we'll be raising those sails all by hand, using traditional block and tac... More
Free Cancellation
Start From $272.33
The Best Sunset Sail and Cocktail Hour in Anguilla
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Anguilla
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Superb43 reviews5
The Ultimate Sunset Sail Experience. If you've never sailed on a classic wooden vessel, our Sunset S....
Free Cancellation
Start From $272.33
Half-Day Sail, Snorkel Adventure, and Lunch at Little Bay
(5 of 31 reviews)
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
Free Cancellation
Start From $362.73
Half-Day Sail, Snorkel Adventure, and Lunch at Little Bay
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Anguilla
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Superb31 reviews5
Indulge in an authentic sailing experience on a classic Caribbean "Rum Runner" of yesteryear as Tra....
Free Cancellation
Start From $362.73