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Since 1968, the Round the Island Race has been a signature KBYC tradition, challenging sailors to navigate the waters surrounding Key Biscayne. Known for its scenic course and spirited competition, the event brings together members and guests in a celebration of sailing, community, and tradition.
In 1966 the Key Biscayne Yacht Club hosted the first Round the Island Race. The legacy of this fun and competitive event preceded itself and fast became the most anticipated annual event on the Club’s calendar. This event welcomes sailboats of all sizes. The race starts in the waters of Biscayne Bay in front of the Key Biscayne Yacht Club, and the course continues south through the Stiltsville Featherbeds, past Cape Florida, north along the Atlantic coast of Key Biscayne, around a mark at the opening of Bear Cut at the north of the island, and back to the Key Biscayne Yacht Club.
The Round the Island Race was conceived in part by Passed Commodore Edward McDill Willman in 1966 together with Member Ray Sullivan. Thirty-one years later, on October 23, 1994, upon the passing of Willman, Sullivan was instrumental in dedicating all future Races to Willman’s memory. Members J.J. Donahue, Jack Fischer, and Leo Swayze may also be credited to the success and legacy of this event.