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- September 1, 2025
- Labor Day
- September 3, 2025
- After Summer Sailing Sessions - various dates & sites
- September 5, 2025
- Basic Keelboat Instructor Course - NY City
- September 6, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Optimist Atlantic Coast Championship - DE
- Safe Powerboat Handling Courses - Bronx NY
- September 7, 2025
- Optimist Atlantic Coast Championship - DE
- September 8, 2025
- Level 3 Head Instructor / Sailing Program Management Course - online ten days
- September 10, 2025
- After Summer Sailing Sessions - various dates & sites
- September 13, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Safe Powerboat Handling Courses - Bronx NY
- September 17, 2025
- After Summer Sailing Sessions - various dates & sites
- September 20, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- 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
- October 5, 2025
- 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 - Various Sites
- October 13, 2025
- Columbus Day
- October 14, 2025
- Level 3 Head Instructor / Sailing Program Management Course - online ten days
- October 15, 2025
- After Summer Sailing Sessions - various dates & sites
- October 18, 2025
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- October 22, 2025
- After Summer Sailing Sessions - various dates & sites
- October 26, 2025
- Halloween Howl - AYC - C420/ILCA/Optimist
- Reach STEM Educator Course - online
- November 4, 2025
- Level 3 Head Instructor / Sailing Program Management Course - online ten days
- November 9, 2025
- Reach STEM Educator Course - online
