| # | School | Team | Rec. | |
|---|---|---|---|---|
| 1 | Marthas Vineyard RHS | Vineyarders | 8–1 | |
| 2 | Unregistered-NESSA | St John Paul II | 6–3 | |
| 3 | Cape Cod Academy | Seahawks | 3–6 | |
| 4 | Unregistered-NESSA | Sturgis | 1–8 |
| # | Winner | Loser | Pos. | ||||
|---|---|---|---|---|---|---|---|
| 1 | St John Paul II | 1-3-5 | def. | Seahawks | 2-4-6 | ||
| 2 | Vineyarders | 1-3-4 | def. | Sturgis | 2-5-6 | ||
| 3 | St John Paul II | 2-3-5 | def. | Sturgis | 1-4-6 | ||
| 4 | Vineyarders | 1-2-3 | def. | Seahawks | 4-5-6 | ||
| 5 | Sturgis | 1-3-6 | def. | Seahawks | 2-4-5 | ||
| 6 | Vineyarders | 1-3-4 | def. | St John Paul II | 2-5-6 | ||
| 7 | St John Paul II | 1-2-4 | def. | Seahawks | 3-5-6 | ||
| 8 | Vineyarders | 1-2-5 | def. | Sturgis | 3-4-6 | ||
| 9 | St John Paul II | 1-2-6 | def. | Sturgis | 3-4-5 | ||
| 10 | Vineyarders | 1-2-4 | def. | Seahawks | 3-5-6 | ||
| 11 | Seahawks | 1-2-6 | def. | Sturgis | 3-4-5 | ||
| 12 | Vineyarders | 2-3-4 | def. | St John Paul II | 1-5-6 | ||
| 13 | Seahawks | 1-2-6 | def. | St John Paul II | 3-4-5 | ||
| 14 | Vineyarders | 1-2-6 | def. | Sturgis | 3-4-5 | ||
| 15 | St John Paul II | 1-2-6 | def. | Sturgis | 3-4-5 | ||
| 16 | Vineyarders | 2-3-4 | def. | Seahawks | 1-5-6 | ||
| 17 | Seahawks | 1-2-6 | def. | Sturgis | 3-4-5 | ||
| 18 | St John Paul II | 1-2-3 | def. | Vineyarders | 4-5-6 | ||
| School | Team | Skippers | Crew | |
|---|---|---|---|---|
| Marthas Vineyard RHS | Vineyarders | Felix Colon '21 Miles Wolff '22 Zach Ward '21 |
Juliet Morse '23 Henry Kyburg Abbott '23 Trent Bilodeau '21 |