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Thanks from Tradition: Celebrating 12 Years of Memorable Sailing Adventures with a Special Gift Card Offer

Dear Cherished Guests and Friends, As Thanksgiving week unfolds, it’s a time for us at Tradition Sailing Charters to pause and reflect on the incredible voyages we’ve shared with you. Aboard Tradition, a symbol of the Caribbean’s maritime heritage, we’ve sailed the beautiful waters of Anguilla together for 12 remarkable years. This Thanksgiving, we want…

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November 17, 2023

Save 10% on Gift Cards with a chance to win a 2nd!

March 18, 2018 ~ Save & Win with our Tradition Gift Card Promotion! Save 10% off all Tradition Sailing Gift Cards AND you’re automatically entered into a draw for a 2nd gift card of equal value! Tradition Gift Cards make the perfect gift for anyone planning their next Anguilla vacation. Surprise your Anguilla-loving friend with…

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December 20, 2022

Tradition Available for West Indies Regatta Charter

April 10, 2018 ~ Wooden boat lovers, Sailboat racing enthusiasts, Adventurers: Isn’t it time to experience an unforgettable regatta on a traditionally rigged West Indian Sloop? The West Indies Regatta held in St. Barth (April 27th – May 1st) is one of the most intimate and camaraderie filled regattas in the Caribbean. It’s also one…

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December 19, 2022

Choose Tradition Sailing Charters for Your Destination Wedding

May 2, 2018 ~ Choose Tradition Sailing Charters for your Destination Wedding! We can carry you to the altar with the ultimate romantic boat © Susan Croft Photography Wedding season is officially here! Anguilla and Tradition Sailing Charters are ready to make your destination wedding unforgettable. Anguilla has always been one of the Caribbean’s top…

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December 19, 2022

Book Now and Save 10%

September 21, 2018 ~ We’re excited to be starting the sailing season on November 1st and we can’t wait to take you sailing! Take advantage of our Early Bird Sale and save 10% on all advance bookings for the upcoming sailing season. Act now if you’re planning a Festive Holiday in Anguilla as spots are…

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December 19, 2022

Our Early Bird Sale is now on!

September 6, 2019 ~ We’re excited to be starting our sailing season on November 1st, 2019 and we can’t wait to take you sailing! Take advantage of our Early Bird Sale and save 10% on all advance bookings for the upcoming sailing season. Act now if you’re planning a Festive Holiday in Anguilla as spots…

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December 19, 2022

Save 10% on Gift Cards with a chance to win a 2nd!

June 22, 2020 ~ Save & Win with our Tradition Gift Card Promotion! Save 10% off all Tradition Sailing Gift Cards AND you’re automatically entered into a draw for a 2nd gift card of equal value! Tradition Gift Cards make the perfect gift for anyone planning their next Anguilla vacation. Surprise your Anguilla-loving friend with…

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December 19, 2022

Tradition Sailing Charters presents: Sunsets with Bankie Banx

June 7, 2021 ~ Tradition Sailing Charters couldn’t be more excited to announce our newest exclusive sailing experience: Sunsets with Bankie Banx! This private, barefoot luxury escape caters to discerning guests seeking a once-in-a-lifetime sailing and musical adventure. Sunsets with Bankie Banx on Tradition are sure to top the charts for extraordinary experiences. This is…

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December 16, 2022