May 2, 2023 @ 12:46:36 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| SailMaine Cup | Portland | In-District | 2 Divisions | Official | 7,11,12,17/19 | |
| Falmouth Regatta | Falmouth Maine | In-District | 2 Divisions | Pending | 10,12/12 | |
| NESSA Great Oaks Quals | Sail Black Rock | District Tournament | 1 Division | Official | 10/10 | |
| Sunday Series #5 Yarmouth | Yarmouth | Promotional | 2 Divisions | Official | 2/6 | |
| 2021 NESSA Fall Funfest (Gleekman Trophy) | Sharon | In-District | 2 Divisions | Official | 11/13 | |
| Clipper Cup | Yarmouth | In-District | 2 Divisions | Official | 4,13/17 | |
| NESSA NKBI Qualifier | SailMaine | In-District | 1 Division | Official | 3/6 | |
| SailMaine Sunday Series #3 | Cape Elizabeth | In-District | 2 Divisions | Official | 1,8/13 | |
| Caper Classic | Cape Elizabeth | In-District | 2 Divisions | Official | 3,4,9/15 | |
| Arnold Brown Regatta 2021 | Martha's Vineyard RHS | In-District | 2 Divisions | Official | 10/10 | |
| Casco Bay Open | Portland | District Champ Qualifier | 2 Divisions | Official | 6,10,12/12 |