| Event | Dates | Location |
|---|
|
| Marina Weekend | April 17, 18 | CPYC |
|
| Fleet Setup/Workday | May 22 | CPYC |
| Skipper's Choice Regatta | May 23 | CPYC |
| Captain Morgan Series - HB | May 23 | Centerport, NY |
| Fleet Qualifier (2) | May 29 | CPYC |
|
| JFK Regatta & Fleet Qualifier (2), (1) | June 5, 6 | CPYC |
| Fleet Qualifier (2) | June 12 | CPYC |
| Arms-White - MID | June 19, 20 | Milford, CT |
| Fleet Qualifier (2) | June 26 | CPYC |
|
| Constitution Cup & Fleet Qualifier (2) | July 3 | CPYC |
| District 1 Junior Championship - CA | July 8 | Rockport, MA |
| District 1 Championship - CA | July 9, 10, 11 | Rockport, MA |
| Make A Wish & Secretaries Cup | July 31, Aug 1 | CPYC |
|
| Star North Americans | August 6-13 | CPYC |
| Picken Memorial Regatta - GSB | | Babylon, NY |
| Bedford Pitcher - CLIS | August 21, 22 | Westport, CT |
| Atlantic Coast Masters - MID | August 28, 29 | Milford, CT |
|
| Nathan Hale Regatta - HB | September 11, 12 | Oyster Bay, NY |
| Nutmegs - MID | September 18, 19 | Milford, CT |