May 2, 2021 @ 19:45:03 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA Gold at SCC | Great Mills/Leonardtown High | Skipper | 11/13 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA Silver at SMR | St. Mary's Ryken HS | Skipper | 10/11 (A Div) | |
| MDISA Fleet Qualifier | Great Mills/Leonardtown High | Crew | 12/12 (A Div) | |
| MDISA SSA Gold Fleet | Archbishop Spalding/Broadneck | Crew | 13/14 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA JV North East | North East | Crew | 9/11 (A Div) | |
| MDISA JV @ DC Sail | Georgetown Day/Walt Whitman | Crew | 5/16 (B Div) | |
| MDISA JV FLeet Race at SMR | St. Mary's Ryken | Crew | 8/8 (A Div) |
