May 24, 2023 @ 16:11:54 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| Cape & Islands Fleet Champs | Mass Maritime | League Championship | 2 Divisions | Official | 3/13 | |
| NESSA Team Racing Tournament (Terk Trophy) | Unregistered-NESSA | District Tournament | Team | Official | 8/8 | |
| Herreshoff Qualifier - Marion | Tabor Academy | District Champ Qualifier | 2 Divisions | Official | 9/11 | |
| O'Day Qualifier - Newport, RI | Ida Lewis YC/ St. George's School | District Champ Qualifier | 2 Divisions | Official | 10/17 | |
| Clipper Challenge | SailMaine | In-League | Team | Pending | 5/9 |