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- September 12, 2026
- High Sailing Singlehanded Qualifier - AYC
- USODA Atlantic Coast Championship - NJ
- September 13, 2026
- High Sailing Singlehanded Qualifier - AYC
- USODA Atlantic Coast Championship - NJ
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 16, 2026
- After Summer Sailing Sessions - various dates & sites
- September 18, 2026
- USODA Team Race National Championship - Larchmont NY
- September 19, 2026
- USODA Team Race National Championship - Larchmont NY
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Milton Harbor Hullabaloo - AYC - C420/ILCA/Feva/Melges/K6
- Safe Powerboat Handling Courses - Bronx NY
- September 20, 2026
- USODA Team Race National Championship - Larchmont NY
- Milton Harbor Hullabaloo - AYC - C420/ILCA/Feva/Melges/K6
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 23, 2026
- After Summer Sailing Sessions - various dates & sites
- September 26, 2026
- City Island Oyster Reef - City Island NY
- Connecticut State Opti Champs - Niantic CT
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 27, 2026
- Connecticut State Opti Champs - Niantic CT
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- September 30, 2026
- After Summer Sailing Sessions - various dates & sites
- October 3, 2026
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Oyster Bay Cup Regatta - Sonar - WFC
- October 4, 2026
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Level 3 Sailing Program Management Course - online ten days
- October 7, 2026
- After Summer Sailing Sessions - various dates & sites
- October 9, 2026
- U.S. Youth Championship - CA
- October 10, 2026
- U.S. Youth Championship - CA
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Level 1 Instructor Course - various sites
- October 11, 2026
- U.S. Youth Championship - CA
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- October 12, 2026
- U.S. Youth Championship - CA
- Columbus Day
- October 14, 2026
- After Summer Sailing Sessions - various dates & sites
- October 17, 2026
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- October 18, 2026
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Safe Powerboat Handling Courses - Bronx NY
- October 21, 2026
- After Summer Sailing Sessions - various dates & sites
- October 23, 2026
- Level 1 Instructor Course - various sites
- October 24, 2026
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- New York State Opti Champs - WFC
- i420 Atlantic Coast Champs – IHYC
- October 25, 2026
- New York State Opti Champs - WFC
- i420 Atlantic Coast Champs – IHYC
- Dinghy Shop Fall Series - Amityville NY - ILCA/Opti/Sunfish
- Halloween Howl - AYC - C420/ILCA
- October 28, 2026
- After Summer Sailing Sessions - various dates & sites
- November 8, 2026
- Reach STEM Educator Course - online
- November 15, 2026
- Winter Sailing at Various Sites
- November 21, 2026
- Winter Sailing at Various Sites
- November 22, 2026
- Winter Sailing at Various Sites
- November 28, 2026
- Winter Sailing at Various Sites
- November 29, 2026
- Winter Sailing at Various Sites
- December 5, 2026
- Winter Sailing at Various Sites
- December 6, 2026
- Winter Sailing at Various Sites
- December 12, 2026
- Winter Sailing at Various Sites