Oct 20, 2019 @ 14:45:52 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Ranger Rally | Greely High School | Promotional | 2 Divisions | Official | 14/17 | |
| Stags Leap | Cheverus | In-District | 2 Divisions | Official | 12/15 | |
| Arnold Brown Regatta | MVRHS SAIL MV | In-District | 2 Divisions | Official | 10/12 | |
| Casco Bay Fall Open | SailMaine | In-District | 2 Divisions | Official | 16/16 | |
| Bulldog Classic | Portland | In-District | 2 Divisions | Official | 10/16 | |
| Polar Bear Open | Bowdoin College Coastal Studies Center | In-District | Combined | Official | 7/8 |
