| ISSA Mallory National Championship | TRYC & BBYRA | National Championship | 2 Divisions | | Official | 10/20 |
| 2023 Baker National Championship | Lake Minnetonka Sailing School | National Championship | Team | | Official | 12/12 |
| MASSA Fleet Championship & Mallory Qualifier | TRYC & BBYRA | District Championship | 2 Divisions | | Official | 3/18 |
| MASSA Girls Championship | Youth Sailing Virginia | District Championship | 1 Division | | Official | 18/18 |
| MDISA SSPP JV Regatta | Saints Peter & Paul | In-District | 2 Divisions | | Official | 10/12 |
| MDISA BCSC Tier 3/Bronze Regatta | Baltimore County Sailing Center | In-League | 2 Divisions | | Official | 15/15 |
| MASSA Team Race Championship | Washington College | District Champ Qualifier | Team | | Official | 2/8 |
| MDISA St Mary's Ryken JV | St. Mary's Ryken | In-League | 2 Divisions | | Official | 10/11 |
| MDISA Kent Island Tier 3 | Kent Island | In-League | 2 Divisions | | Official | 10/10 |
| MDISA Fleet Race Qualifier | Severn Sailing Association | League Championship | 2 Divisions | | Official | 2/16 |
| MDISA Gunston Womens | The Gunston | In-League | 1 Division | | Official | 5/12 |
| MDISA Team Race Qualifier | Archbishop Spalding/Broadneck | League Championship | Team | | Official | 2/9 |
| MDISA AYC Spring Fling - MDISA Fleet Race | Annapolis Yacht Club & Severn Sailing Association | In-League | 2 Divisions | | Official | 1/15 |
| MDISA SSA Team Race | Archbishop Spalding/Broadneck | In-League | Team | | Official | 1/8 |