May 21, 2025 @ 14:02:10 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MDISA BCSC Tier 2 May Regatta | Baltimore County Sailing Center | Promotional | 2 Divisions | Official | 4/12 | |
| MASSA Fleet Championship and Mallory Qualifier | Christchurch School | District Championship | 2 Divisions | Official | 12/18 | |
| MASSA Baker Qualifier | West River Sailing Club | District Championship | Team | Official | 7/10 | |
| MDISA Fleet Race Qualifier | Archbishop Spalding/Broadneck | League Championship | 2 Divisions | Official | 3/15 | |
| MDISA Baker Pre-Qualifier | South River | League Championship | Team | Official | 3/7 | |
| MDISA Severn Team Race | Severn | In-League | Team | Official | 4/10 | |
| MDISA SCC Tier 1 Fleet Race | Great Mills/Leonardtown High | In-League | 2 Divisions | Official | 2/15 |