| ARNOLD BROWN REGATTA |
Fleet Race |
11 / 12 |
| Becton Cup |
Fleet Race |
7 / 9 |
| Casco Bay Open |
Fleet Race |
9 / 13 |
| Duxbury Bay Maritime School Fall Invitational |
Fleet Race |
10 / 12 |
| Great Oaks Qualifier 2023 |
Fleet Race |
8 / 9 |
| J/22 Warm-Up Regatta |
Keelboat |
4 / 6 |
| NESSA Fall FunFest (Gleekman Trophy) |
Fleet Race |
13 / 17 |
| Roy Williams Invitational Regatta |
Fleet Race |
11 / 18 |
| SailMaine Cup |
Fleet Race |
4 / 6 |
| SailMaine NESSA NKBI Qualifier |
Keelboat |
6 / 8 |
| Southern Maine Open |
Fleet Race |
7 / 7 |
| Sunday Series 10/15 |
Fleet Race |
4 / 5 |
| Sunday Series Championship |
Fleet Race |
3 / 4 |
Portland High School
