May 11, 2019 @ 17:00:09 EDT
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA JV Fleet Regatta St.Mary's Ryken | St. Mary's Ryken | Skipper | 9/12 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| DC Sail Varsity Fleet 4/27 | Yorktown | Reserve | N/A | |
| MDISA Fleet Qualifier | Great Mills/Leonardtown High | Crew | 15/17 (A Div) | |
| SSPP Varsity Fleet Race | Saints Peter & Paul | Crew | 8/15 (B Div) |
