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- September 17, 2025
- After Summer Sailing Sessions - various dates & sites
- September 20, 2025
- American Yacht Club Fall One Design Regatta - ILCA
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 21, 2025
- American Yacht Club Fall One Design Regatta - ILCA
- September 24, 2025
- After Summer Sailing Sessions - various dates & sites
- September 25, 2025
- U.S. Team Racing Championship - Larchmont NY
- September 26, 2025
- U.S. Team Racing Championship - Larchmont NY
- September 27, 2025
- U.S. Team Racing Championship - Larchmont NY
- Connecticut State Opti Champs - Niantic CT
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 28, 2025
- U.S. Team Racing Championship - Larchmont NY
- Connecticut State Opti Champs - Niantic CT
- October 1, 2025
- After Summer Sailing Sessions - various dates & sites
- October 4, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- ILCA District 7 Championship - CPYC
- October 5, 2025
- ILCA District 7 Championship - CPYC
- Safe Powerboat Handling Courses - Bronx NY
- October 8, 2025
- After Summer Sailing Sessions - various dates & sites
- October 11, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Level 1 Instructor Course - Centerport & Groton
- October 12, 2025
- Frostbiting Season Starts at CPYC, HUGU, STAM and AYC
- October 13, 2025
- Columbus Day
- October 15, 2025
- After Summer Sailing Sessions - various dates & sites
- October 18, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- October 20, 2025
- JSA Annual General Meeting of member programs - LYC
- October 22, 2025
- After Summer Sailing Sessions - various dates & sites
- October 26, 2025
- Frostbiting Season Starts at CPYC, HUGU, STAM and AYC
- Halloween Howl - AYC - C420/ILCA/Optimist
- Reach STEM Educator Course - online
- November 2, 2025
- Frostbiting Season Starts at CPYC, HUGU, STAM and AYC
- November 3, 2025
- US Sailing Basic Race Management Seminar - Online
- November 4, 2025
- Level 3 Head Instructor / Sailing Program Management Course - online ten days
- November 8, 2025
- Frostbiting Season Starts at CPYC, HUGU, STAM and AYC
- November 9, 2025
- Reach STEM Educator Course - online
- November 16, 2025
- US Sailing Basic Race Management Seminar - Online
