May 22, 2019 @ 16:15:01 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape and Islands Fleet Championship | Barnstable HS | Skipper | 6/13 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape & Islands Team Racing Championship | Barnstable High school | Skipper | 4/8 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape & Islands Fleet Champs | Mass Maritime | Crew | 1/13 (B Div) | |
| Ridge White Classic | Tabor Academy | Skipper | 4/5 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| C&I Champs | Barnstable HYC | Crew | 2/9 (B Div) | |
| NESSA O'Day Qualifier - Marion, MA | Tabor Academy | Crew | 2/14 (B Div) |
