May 24, 2023 @ 16:11:47 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| FIGAWI High school Invitational | Great Harbor Yacht Club | Promotional | 1 Division | Pending | 7/14 | |
| Cape and Islands Fleet Championship | Barnstable HS | League Championship | 2 Divisions | Official | 5/13 | |
| NESSA Girls' Championship (Herreshoff Trophy) | Bowdoin College | District Championship | 2 Divisions | Official | 10/15 | |
| Cape & Islands Team Racing Championship | Barnstable High school | League Championship | Team | Official | 5/8 | |
| Herreshoff Qualifier - Milton | Milton Academy | District Champ Qualifier | 2 Divisions | Official | 2/10 | |
| O'Day Qualifier - Quincy | Milton/BCH | District Champ Qualifier | 2 Divisions | Official | 10/10 |