May 11, 2019 @ 18:45:03 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Donald Greene | Lincoln-Sudbury | Crew | 21/24 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Herreshoff Qualifier - Tabor | Tabor Academy | Crew | 10/13 (B Div) | |
| Sharon Invitational | Sharon | Crew | 18/20 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| O'day Qualifier - SailMaine | Greely - Maine | Crew | 17/17 (A Div) | |
| Keelboat Kickoff | Courageous Sailing | Crew | 14/17 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Freshman/Sophomore Regatta | Sharon | Crew | 16/16 (B Div) | |
| NESSA Herreshoff Qualifier - Tabor | Tabor Academy | Crew | 11/12 (A Div) | |
| Sharon Invitational | Sharon, 1 Beach Street | Crew | 7/16 (A Div) | |
| Keelboat Kickoff | Courageous Sailing | Crew | 5/18 (A Div) |
