Jan 2, 2024 @ 12:08:44 EST
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Sunday Series Championship | Yarmouth | Promotional | Combined | Official | 6/7 | |
| Roy Williams Invitational Regatta | St. George's School | In-District | 2 Divisions | Official | 17/18 | |
| SailMaine Cup | Yarmouth | Promotional | 2 Divisions | Official | 7/8 | |
| Becton Cup | Maine Maritime Academy | State Championship | 1 Division | Official | 4,16/19 | |
| Sunday Series 10/15 | Portland | Promotional | 1 Division | Pending | 13,15/16 | |
| ARNOLD BROWN REGATTA | Sail MV Boathouse | In-District | 2 Divisions | Official | 11/12 | |
| NESSA Fall FunFest (Gleekman Trophy) | Sharon | In-District | 2 Divisions | Official | 14/18 | |
| Southern Maine Open | Cape Elizabeth | In-League | Combined | Official | 6,8/9 | |
| Duxbury Bay Maritime School Fall Invitational | Duxbury Bay Maritime School | In-District | 2 Divisions | Official | 13/14 | |
| Great Oaks Qualifier 2023 | Sail Black Rock | District Champ Qualifier | 1 Division | Official | 8/9 | |
| SailMaine NESSA NKBI Qualifier | Cape Elizabeth | District Championship | 1 Division | Official | 6/8 | |
| J/22 Warm-Up Regatta | Portland | Promotional | 1 Division | Official | 5/7 | |
| Casco Bay Open | Portland | District Champ Qualifier | 2 Divisions | Official | 7/13 |