AROUND SHELTER ISLAND REGATTA
54th World’s Longest Sunfish Race, Around Shelter Island, 2025
Come join the fleet for the 54th edition of this unique race on July 19, 2025. At over 26 nautical miles, this is The World's Longest Sunfish Race! Registration will be limited and opens on April 1, 2025.
The World’s Longest Sunfish Race has become one of the most exciting, enduring and popular competitions on the Sunfish Class calendar. Sunfish sailors from across the country have enjoyed spirited competition in sometimes challenging conditions that vary wildly from year to year.
As the crow flies, the nautical distance around Shelter Island, starting and finishing at Southold Yacht Club, is 21.3 miles. Since crows don’t tack, however, it is estimated that the distance for the average race sailed over the years is the equivalent of a nautical marathon (approximately 26 miles).
