Celebrating 50 Years of Legend: Foxy’s Wooden Boat Regatta – The Caribbean’s Most Iconic sailing event.
- westendyachtclub
- Mar 26
- 3 min read
As the tropical sun rises over the stunning British Virgin Islands, the air buzzes with excitement for the much-anticipated Foxy's Wooden Boat Regatta, returning for its 50th anniversary! Set for May 24th and 25th, this year's event promises two exhilarating days filled with classic boat racing, vibrant parties, and delicious BBQs. From seasoned sailors to first-time attendees, this international celebration attracts participants and spectators from across the Caribbean. Join us for an unforgettable tribute to maritime culture!
A Rich Heritage
Foxy's Wooden Boat Regatta is much more than an annual event; it is a beloved tradition that highlights the artistry of wooden boat building and the bustling maritime history of the Caribbean. Since starting in 1973, the Regatta has evolved into an international gathering, showcasing the craftsmanship and spirit of these beautiful vessels. Over the years, 100's boats have participated from various Caribbean islands, creating a strong sense of community. Events like these remind us of the resilience embedded in our maritime heritage.
What to Expect: Racing and More!
This year’s Regatta is set to feature thrilling races, highlighting meticulously crafted wooden boats, many of which have been passed down through family generations, Spirit of Tradition fibreglass yachts and other modern and classic boats. Each vessel has its own unique story and character, making these races truly special.
Expect participants from various Caribbean nations, including the Virgin Islands, Puerto Rico, and hopefully other Islands.

Beyond the Races: The Festivities
While the races are the main attraction, the Foxy's Wooden Boat Regatta is equally about celebration. Attendees can look forward to lively parties filled with pulsating Caribbean music and there is always dancing at Foxy's Tamarind bar in in the evenings.
Foxy's will serve up a delicious BBQ, featuring traditional Caribbean dishes designed to excite your palate. Mouthwatering options such as Bbq chicken, Ribs, Fish, salad and rice ensure you will have plenty to savor after a hard days racing or spectating.
Special Events to Look Forward To
The Regatta will also feature engaging special events for all ages. One highlight includes family-friendly activities, we hope to have RC sailboat racing in the bay after the big boats cross the finish line.
Connect with Fellow Boating Enthusiasts
The Foxy’s Wooden Boat Regatta is not just about competing; it embodies a social gathering where boating enthusiasts, families, and tourists unite to appreciate Caribbean culture. Expect to share stories, tips, and perhaps forge friendships with fellow attendees who share your passion for the sea.
Join the Celebrations!
As we approach this remarkable anniversary, the excitement is electric and anticipation is on the rise. Whether you're drawn to the thrill of the races, the tantalizing food, or the opportunity to connect with fellow mariners, the Foxy’s Wooden Boat Regatta promises an experience that will linger in your memory for years to come.
Mark your calendars for May 24th and 25th! Join us in celebrating 50 years of tradition, craftsmanship, and Caribbean culture. Be sure to bring your sunscreen, beach towel, and a spirit of adventure for a weekend unlike any other!
Get Involved
If you're eager to dive into the action, consider volunteering or participating in some way. Locals and visitors alike will have a chance to contribute to the Regatta's success while enjoying the vibrant atmosphere.
Whether you'll lend a helping hand or register your boat to compete, there are many ways to engage. This could be your chance to feel the wind in the sails while racing your own boat or supporting fellow sailors.
A Must-See International Event
With its 50th anniversary, the Foxy’s Wooden Boat Regatta stands out as an essential destination for anyone who loves boating, culture, and the spirit of the Caribbean. Join us in blend of competition, community, and celebration!
Don't miss out on this extraordinary opportunity. Embrace the sun, the sea, and the excitement of this international event. Be a part of the rich 50-year legacy of Foxy’s Wooden Boat Regatta. We look forward to seeing you there!
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