May 2, 2023 @ 12:47:45 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Ranger Rally | Greely High School | Promotional | 2 Divisions | Official | 4/17 | |
| NESSA Fall Funfes (Gleekman Regatta) | Sharon | In-District | 2 Divisions | Official | 14/16 | |
| Arnold Brown Regatta | MVRHS SAIL MV | In-District | 2 Divisions | Official | 7/12 | |
| Casco Bay Fall Open | SailMaine | In-District | 2 Divisions | Official | 6/16 | |
| Bulldog Classic | Portland | In-District | 2 Divisions | Official | 4/16 | |
| Polar Bear Open | Bowdoin College Coastal Studies Center | In-District | Combined | Official | 8/8 |