Blog

Eye of Hurricane Beryl over Carriacou, West Indies Hello, friends and fellow sailors, This is Deb and Laurie, and we wanted to reach out to you with a heavy heart and an urgent request for help. As many of you know, Tradition was lovingly hand-crafted in Carriacou, a place that we hold incredibly dear. We…

Join the crew at the West Indies Regatta in St. Barth Dear Friends! Big announcement! We at Tradition Sailing are excited to offer a very special opportunity, for the first time ever, to join in on our invitation to the extraordinary weekend in St. Barths for the annual West Indies Regatta 2024! This celebration of…

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…

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…

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…

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…

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…

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…

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…

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…