AROUND SHELTER ISLAND REGATTA

The 53rd Annual World’s Longest Sunfish Race, Around Shelter Island, NY

Southold Yacht Club will host the 53rd Annual World’s Longest Sunfish Race Around Shelter Island, NY on Saturday, July 20, 2024. Please email us for more information.

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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).

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