Racing Opportunities
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Classics Regatta
From May through October, the Stirling Harbor fleet sets sail in Oyster Bay every Thursday and Friday. Our collection of eleven boats were all designed or built before 1980, which makes crewing for one of these races a little like traveling back in time.
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Great South Bay Races
Come spend Saturdays with us in the peak of summer. From June through September, we race on the Great South Bay. Our Fire Island fleet consists of two high performance Thistles, four Gil Smith Moonbeams, and a Tartan 3700.
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Late Season Shields Races
Our fleet of Shields provides an excellent opportunity for learning sailboat racing basics. We run this clinic in Oyster Bay from mid-October through Thanksgiving and encourage participants to rotate through trimming the main, being at the helm, and trimming the jib.
Racing is free and open to the public. We’re happy to see newcomers and old salts alike. Spaces are limited - sign up today!