| MDISA JV Spring Championship | North East River Yacht Club | | Crew | 8/16 (A Div) |
| MDISA BCSC Tier 2 Regatta | Baltimore County Sailing Center | | Crew | 8/12 (B Div) |
| MASSA Silver Fleet Championship spring 2023 | Great Mills/Leonardtown High | | Reserve | N/A |
| MDISA Gunston Spring '23 T3 | The Gunston | | Crew | 5/13 (A Div) |
| MDISA WRSC Tier 1 Regatta | West River Sailing Club | | Crew | 2/6 |
| MDISA SCC Tier 1 Fleet Race | Great Mills/Leonardtown High | | Reserve | N/A |
| MDISA WRSC Spring Tier 2/Silver Regatta | South River/Southern | | Reserve | N/A |
