Dec 15, 2023 @ 12:27:08 EST
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| ISSA Great Oaks Invitational Gold | Southern Yacht Club | National Invitational | 1 Division | Official | 7/14 | |
| ISSA Great Oaks Invitational Green | Southern Yacht Club | National Invitational | 1 Division | Official | 3/14 | |
| Roy Williams Invitational Regatta | St. George's School | In-District | 2 Divisions | Official | 12/18 | |
| NESSA Fall FunFest (Gleekman Trophy) | Sharon | In-District | 2 Divisions | Official | 15/18 | |
| Duxbury Bay Maritime School Fall Invitational | Duxbury Bay Maritime School | In-District | 2 Divisions | Official | 9/14 | |
| Great Oaks Qualifier 2023 | Sail Black Rock | District Champ Qualifier | 1 Division | Official | 2/9 | |
| Casco Bay Open | Portland | District Champ Qualifier | 2 Divisions | Official | 6/13 |