| Sunday Series #5 (Navigators) | Falmouth Maine | Promotional | 1 Division | | Pending |
| JV Fleet Race #1 | Tabor Academy | Promotional | 2 Divisions | | Official |
| Navigators Regatta | Cape Elizabeth | Promotional | Combined | | Pending |
| Fall FunFest | Sharon High School | In-District | 2 Divisions | | Official |
| Sunday series 9/20 | Cape Elizabeth | Promotional | 2 Divisions | | Pending |
| Wakeman 3D Fleet Race | Tabor Academy | Promotional | 3 Divisions | | Official |
| Caper Cup spring 26 | Cape Elizabeth | Promotional | 2 Divisions | | Pending |
| 2026 Duxbury Fall Invite | Duxbury | District Champ Qualifier | 2 Divisions | | Pending |
| SailMaine Sunday Series #2 | Yarmouth | Promotional | Combined | | Pending |
| Sunday Series #1 | Portland | Promotional | 1 Division | | Pending |
| Arnold Brown Regatta | Marthas Vineyard Reg | In-District | 2 Divisions | | Official |
| NESSA Healy Trophy - ILCA 7 OPEN | Milton Academy | District Championship | Singlehanded | | Pending |
| NESSA Healy Trophy - ILCA 6 GIRLS | Milton Academy | District Championship | Singlehanded | | Pending |
| NESSA Healy Trophy - ILCA 6 BOYS | Milton Academy | District Championship | Singlehanded | | Pending |
| Clipper Cup | SailMaine | Promotional | Combined | | Official |
| Casco Bay Open | Portland | In-District | 2 Divisions | | Official |
