| MASSA 2026 Fall Girls Invitational - GOLD Champ | TRYC & BBYRA | National Invitational | 1 Division | | Official |
| MASSA 2026 Fall Girls Invitational - SILVER Div | TRYC & BBYRA | National Invitational | 1 Division | | Official |
| ICB WASSIN! Fleet Race | Tabor Academy | Promotional | 2 Divisions | | Pending |
| MASSA 2026 Fall Girls Invitational - Prelim BLUE | TRYC & BBYRA | National Invitational | 1 Division | | Official |
| MASSA 2026 Fall Girls Invitational - Prelim WHITE | TRYC & BBYRA | National Invitational | 1 Division | | Official |
| Halloween Fleet Race | Tabor Academy | Promotional | 2 Divisions | | Pending |
| 2026-2027 ISSA Cressy - ILCA 7 (Open) | American Yacht Club | National Championship | Singlehanded | | Official |
| 2026-2027 ISSA Cressy - ILCA 6 (Girls) | American Yacht Club | National Championship | Singlehanded | | Official |
| 2026-2027 ISSA Cressy - ILCA 6 (Boys) | American Yacht Club | National Championship | Singlehanded | | Official |
| Tabor JV Fleet Race #2 | Tabor Academy | Promotional | 2 Divisions | | Official |
| Tabor ILCA 6 Challenge | Tabor Academy | Promotional | Singlehanded | | Official |
| Tabor ILCA Seven Challenge | Tabor Academy | Promotional | Singlehanded | | Official |
| Catholic Cup 2026 | Weston/Wilton | Promotional | 2 Divisions | | Pending |
| Becton | Camden Hills | State Championship | 1 Division | | Pending |
| 2026 NESSA NKBI Qualifier | Eastern Yacht Club | District Champ Qualifier | 1 Division | | Official |
| 2026 NESSA Great Oaks Qualifier | Sharon | In-District | 1 Division | | Official |
| Roy Williams Invitational | St. George's | In-District | 2 Divisions | | Official |
| CGM Girls' Fleet Race | Tabor Academy | Promotional | 2 Divisions | | Pending |
| Sunday Series #5 (Navigators) | Falmouth Maine | Promotional | 1 Division | | Official |
| JV Fleet Race #1 | Tabor Academy | Promotional | 2 Divisions | | Official |
| Fall FunFest | Sharon High School | In-District | 2 Divisions | | Official |
| Wakeman 3D Fleet Race | Tabor Academy | Promotional | 3 Divisions | | Official |
| SailMaine Sunday Series #2 | Yarmouth | Promotional | Combined | | Official |
| 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 |
