| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Massachusetts State High School Championship | Unregistered-NESSA | Crew | 6/20 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| NESSA Team Racing Tournament (Terk Trophy) | SailMaine | Crew | 6/8 | |
| NESSA Fleet Racing Champs (O'Day Trophy) - 2019 | The Hotchkiss School | Crew | 13/15 (B Div) | |
| O'Day Qualifier - Quincy | Milton/BCH | Crew | 3/10 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| 45th Massachusetts State High School Championship | Milton Academy | Crew | 2/13 (B Div) | |
| NESSA Team Racing Tournament (Terk Trophy) | Unregistered-NESSA | Crew | 1/8 | |
| Cheverus Team Race | SailMaine | Crew | 2/7 | |
| O'Day Qualifier - Greenwich, CT | Indian Harbor YC | Crew | 6/15 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Lawrence A. White Trophy | US Coast Guard Academy | Crew | 12/20 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| NESSA Team Racing Championship (Fritz Mark Trophy) | Bowdoin College | Reserve | N/A | |
| NESSA O'Day Championship | MIT Sailing Pavilion | Crew | 13/15 (B Div) |