Winston Churchill High School
| Regatta | Type | Finish |
|---|---|---|
| MDISA JV Championships | Fleet Race | 14 / 17 |
| MDISA JV Fleet Regatta | Fleet Race | 7 / 12 |
| MDISA Kent Island | Fleet Race | 8 / 10 |
| MDISA Kent Island JV | Fleet Race | 9 / 10 |
| MDISA Tier 2 Regatta at NERYC | Fleet Race | 8 / 12 |
| MDISA Tier 2 at SCC | Fleet Race | 7 / 10 |
| Eli Cummins |
| Erez Engler |
| Graeme Finley |
| Lila Gottenberg |
| Jack Sieg |
| Sophia Carney |
| Amelia Thomas |
| Allison Sproules |
| Ethan Cohen |
| John Thomas '27 * |
