October 10–11, 2026
Optimists, ILCAs, 420s, C420s and Hobie Wave classes take to the start line in this three-decade fall tradition at the St. Thomas Yacht Club. First sailed in 1996 as the Columbus Day Regatta, the event has grown to bring junior sailors from St. Croix, St. John, Tortola, Puerto Rico, and beyond together for friendly competition in the familiar waters of Cowpet, Great and Jersey Bays.
stthomasyachtclub.org/sailing/regattas/columbus-day-regatta
From the October 2026 issue of ALL AT SEA, by Carol M. Bareuther.