May 24, 2023 @ 18:00:05 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape & Island League Fleet Championship | Hyannis YC | Crew | 2/15 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape & Island League Girl's Invitational | Great Harbor Yacht Club | Crew | 7/10 | |
| NESSA Fleet Racing Championship (O'Day Trophy) | Marina Bay, Quincy, MA | Crew | 8/18 (B Div) | |
| O'Day Qualifier - Hyannis, MA | Barnstable HS | Crew | 2/14 (B Div) | |
| NESSA Team Racing Tournament(Terk Trophy) | NESSA | Crew | 3/8 |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Herreshoff Qualifier - Barnstable | Barnstable HS | Crew | 6/7 (B Div) | |
| NESSA Team Racing Tournament (Terk Trophy) | Connecticut College | Crew | 6/7 | |
| O'Day Qualifier @ Hyannis | Hyannis YC/ Barnstable HS | Crew | 6/11 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Cape & Islands Team Racing Champs | St. John Paul II | Crew | 1/41/4 |