Sep 25, 2019 @ 20:50:20 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Great Harbor Regatta | MDI Community Sailing Center | In-League | 1 Division | Pending | 7/8 | |
| Downeast Invitational/Maine State Championship | Maine Maritime Academy | In-District | 2 Divisions | Official | 11/19 | |
| Portland HS Team Race | Portland | Promotional | Team | Official | 3/4 | |
| O'day Qualifier - SailMaine | Greely - Maine | District Champ Qualifier | 2 Divisions | Official | 14/17 | |
| Clipper Challenge | SailMaine | In-League | Team | Pending | 7/9 | |
| Falmouth Team Race | Falmouth H.S.ME | In-League | Team | Official | 3/5 | |
| Caper Fleet Race | Cape Elizabeth | Promotional | 2 Divisions | Official | 3/7 |
