The Best Sunset Sail and Cocktail Hour in Anguilla

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Summary

There is nothing that says unforgettable Caribbean vacation than "Cocktail Hour" on an historic Caribbean Rum-smuggling sailboat. Step aboard Tradition and sail with us along the Anguilla coastline while enjoying our signature Champagne Cocktails, premium open bar, and tucking into our delicious house-made hors d'oeuvres. This intimate sail, on one of the last remaining sailing vessels of her kind, is an unforgettable highlight on your Anguilla vacation. With a maximum capacity of 12 passengers there is plenty of space to social distance while getting to know other Anguilla visitors. While we sail into the sunset, take advantage of the perfect light of the fading afternoon sun on the sails to capture some amazing photos. During this 2.5 hour sail along the Anguilla coastline, weaving our way between Crocus Bay and Little Bay, our friendly and professional crew will be making sure your drinks are always topped up, and the conversation keeps flowing. We're always happy to share some Anguilla history and stories. We'll keep a lookout for turtles, dolphins and if we're lucky during their migration, humpback whales passing through to their Spring and Summer waters.

Tour info

Duration
2 hours
Group Size
Pricing (From)
Commentary
Meeting Point
Dropoff location

Why take this tour?

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 tackle rigging) along Anguilla's coastline. We'll keep your Champagne Cocktails & other beverages topped up while sharing the history of the boat and Anguilla. As our sunset sail caters only to adults its the perfect sailing excursion for honeymooners, romantic, and anyone wishing to experience the joys of sunset sailing. You'll find yourself meeting new friends. The soft rosy light of the late afternoon sun will entice the photographer in you. And the charm of the wooden deck and the wind in the sails will live in your memory forever. As we sail back under the night sky, keep watch for satellites and at least one shooting star to wish on.

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What’s included?

  • Hors D'oeuvres Dinner on the deck of Tradition

  • Alcoholic Beverages

  • Soda/Pop

  • Bottled water

  • Gratuities

Things to know

Before you book

  • Duration: 2h 30m

  • Mobile tickets accepted

  • Instant confirmation

Cancellation Policy

    For a full refund, cancel at least 24 hours in advance of the start date of the experience.
Operator Website

Operated by:

Tradition Sailing Charters

About operator:

Adventures on a Classic West Indian Sloop. Tropical Cay Lobster Lunch Cruises, Sunset Cruises, Exclusive Private Escapes.Sightseeing. Enjoy luxury and indulgence on our rustic and historical trading sloop.

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  • 175 reviews

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