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Around Long Island Regatta (ALIR)

The Around Long Island Regatta, first run in 1977, covers a 205 nautical mile course combining ocean, harbor and open sound racing. The race’s 10+ divisions include sailboats 24 feet or longer and sailors at all levels who typically finish in one to three days. This unique race is for everyone – weekend cruisers, serious blue-water competitors, double-handers, academy sailing teams, even junior sailors.

Race starts July 25th, 2024
Full description can be found at 

Western District (WD)

The Western District Regatta is a Junior Sailing regatta. Sailors ages 12-17 gather from the western part of the Sound to compete. It is a qualifier for JSA of LIS Champs in the ILCA (all rigs), Club 420 and RS Feva.
The top three finishers in each class are awarded trophies. Everyone has fun!
Scheduled for July 3rd, 2024.
Register through JSA of LIS 

Heritage Cup

This regatta is part of the very prestigious Classic Yacht Challenge Series.  The Heritage Cup has classes for: (

  • Vintage 
  • Classic
  • Modern Classic
  • Spirit of Tradition 
  • Contemporary
  • Good Old Boat


Throughout the winter season, we host an exciting series of Frostbiting events for ILCA and Sunfish. Beginning in November, we sail every Sunday afternoon until the first Sunday of May. We emphasize fun and camaraderie with informal races. All levels are welcome.
Sunday afternoon (weather permitting) November through May.