May 23, 2026 @ 14:20:50 EDT
| Name | Host | Type | Scoring | Last race | Place(s) |
|---|---|---|---|---|---|
| MDISA Championship Tier 2 | Saints Peter & Paul | League Championship | 2 Divisions | 5A | 4/16 |
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| MASSA 2026 Fleet Championship & Mallory Qualifier | SSA | District Championship | 2 Divisions | Official | 16/18 | |
| MDISA Gunston Tier 3 | The Gunston | In-League | 2 Divisions | Official | 1,2/6 | |
| MASSA 2026 Team Race Championship/Baker Qualifier | Severn | District Championship | Team | Official | 8/10 | |
| MDISA BCSC Tier 2 April Showers Regatta | Gilman/Towson | In-League | 2 Divisions | Official | 2/11 | |
| MDISA Fleet Qualifier Spring 2026 | Great Mills/Leonardtown High | District Champ Qualifier | 2 Divisions | Official | 6/14 | |
| MDISA KENT ISLAND T2 | Kent Island | In-League | 2 Divisions | Official | 1/10 | |
| MDISA Team Race | Archbishop Spalding | League Championship | Team | Official | 4/8 | |
| MDISA 's T1 - AYC's "Polar Bear Plunge" Regatta | Annapolis Yacht Club | In-League | 2 Divisions | Official | 5/16 | |
| MDISA TAYC Fleet Tier 1 | Saints Peter & Paul | In-League | 2 Divisions | Official | 4/17 |