February 19–22, 2026
Moved for this year from December to February, this Caribbean sailing experience takes participants to all three major U.S. Virgin Islands – St. Thomas, St. John, and St. Croix. Designed for cruiser-racers and performance cruisers, the event emphasizes island-to-island sailing, camaraderie, and destination sailing rather than highly technical buoy racing. “For 2026, we are expanding charter-boat participation and strengthening partnerships with local yacht clubs and shoreside venues across all three islands,” says Michael McCarty, race director. Sailors can participate with their own boats or by chartering vessels available specifically for regatta week. Spectators are welcome at race finishes, dockside gatherings, and evening social events hosted at yacht clubs and local venues throughout the islands.
From the February 2026 issue of ALL AT SEA, by Carol M. Bareuther.