St Thomas International Regatta

Experience the 2026 "Crown Jewel of Caribbean Regattas" at Point Pleasant Resort

The St. Thomas International Regatta (STIR) returns from April 3 – April 5, 2026, bringing world-class sailors to the USVI for the event widely known as the “Crown Jewel of Caribbean Regattas.” Following its milestone 50th anniversary, this special competition continues to attract the "best of the best" from all over the world, known for its serious racing reputation and exceptional competition. Hosted by the St. Thomas Yacht Club, the three-day event features skilled sailing teams navigating 24- to 70-foot vessels through challenging sea breezes and turquoise island waters. Whether you are competing in the race or observing from the shore, prepare for an incredible experience filled with great sailing, live music, and legendary island parties.

• Dates: April 3 – April 5, 2026
• Location: Primarily centered around the St. Thomas Yacht Club, with racing visible across the coast.
• Vessels: A diverse fleet ranging from 24-foot IC24s to 70-foot ocean-going yachts.
• Atmosphere: Combines intense professional racing with legendary Caribbean shore parties and island hospitality.

Set sail for adventure at the annual St. Thomas International Regatta! After a day on the water, return to the comfort and panoramic views of Point Pleasant Resort. Reserve your stay for the Regatta today!