Oct 25, 2019 @ 14:46:18 EDT
| Name | Host | Type | Scoring | Date | Status | Place(s) |
|---|---|---|---|---|---|---|
| JV Championship | Great Mills/Leonardtown High | League Championship | 2 Divisions | Official | 10/18 | |
| Phebe Corckran King Memorial Regatta | Annapolis Yacht Club and Severn Sailing Association | National Invitational | 2 Divisions | Official | 12/18 | |
| DC Sail Varsity FR | Edmund Burke | Promotional | 2 Divisions | Official | 3/11 | |
| DCSail Varsity FR | DCSail | In-District | 2 Divisions | Official | 4/8 | |
| AYC Junior Varsity Regatta | Annapolis Yacht Club | In-League | 2 Divisions | Official | 5/9 | |
| MASSA Mallory Qualifier | USMMA Kings Point | District Champ Qualifier | 2 Divisions | Official | 12/18 | |
| MDISA Maryland State Team Racing Championship | Severn | League Championship | Team | Official | 6/8 | |
| SCC Fleet Race - JV | Great Mills/Leonardtown High | In-League | 2 Divisions | Official | 13/18 | |
| MDISA Spring Fleet Race Championship | Annapolis Yacht Club and Severn Sailing Association | League Championship | 2 Divisions | Pending | 5/15 | |
| DCSail JV Fleet Race | DCSail | Promotional | 2 Divisions | Pending | /14 | |
| Saints Peter & Paul Fleet | Tred Avon Yacht Club | In-League | 2 Divisions | Official | 6/15 | |
| AYC Varsity Fleet Race | Annapolis Yacht Club | In-District | 2 Divisions | Official | 3/9 | |
| DCSail Varsity TR | Edmund Burke | Promotional | Team | Pending | /5 | |
| SSA Team Race Regatta | Archbishop Spalding/Broadneck/Key | In-District | Team | Official | 4/8 |
