May 2, 2023 @ 12:47:48 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Ranger Rally | Greely High School | Promotional | 2 Divisions | Official | 1/17 | |
| Stags Leap | Cheverus | In-District | 2 Divisions | Official | 5/15 | |
| NESSA Fall Funfes (Gleekman Regatta) | Sharon | In-District | 2 Divisions | Official | 11/16 | |
| Arnold Brown Regatta | MVRHS SAIL MV | In-District | 2 Divisions | Official | 3/12 | |
| Casco Bay Fall Open | SailMaine | In-District | 2 Divisions | Official | 4/16 | |
| Bulldog Classic | Portland | In-District | 2 Divisions | Official | 1/16 |