| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA Silver at Chesapeake Experience | Leonardtown High | Crew | 3/14 (A Div) | |
| MASSA Silver Team Championship | Youth Sailing Virginia | Crew | 3/5 | |
| MDISA Team Race Qualifier | Annapolis Yacht Club | Crew | 5/8 | |
| MDISA SSA Gold Fleet Regatta | Severn Sailing Association | Crew | 9/14 (B Div) | |
| MDISA Silver regatta at SCC | Great Mills/Leonardtown High | Crew | 4/11 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Maryland State Championship | Archbishop Spalding/Broadneck/South River | Crew | 4/15 (A Div) | |
| MDISA Team Qualifier | Great Mills/Leonardtown High | Crew | 6/6 | |
| MDISA Keelboat | Key/St. Marys (MD) | Crew | 7/7 | |
| MASSA Fall Silver Fleet Championship | Tred Avon Yacht Club | Crew | 8/17 (A Div) | |
| MDISA Varsity Fleet Qualifier at BCSC | Gilman/Towson | Crew | 8/17 (B Div) | |
| MDISA Team Race Series 2 | Great Mills/Leonardtown High | Crew | 5/6 | |
| MDISA Varsity at BCSC | Gilman/Towson | Crew | 9/18 (A Div) | |
| MDISA Fleet Race - 9/28 | DC Sail | Crew | 14/15 (B Div) | |
| 2019 Fall Varsity Fleet Race 1 | Gilman | Crew | 5/18 (B Div) | |
| MDISA Season Opener | Great Mills/Leonardtown High | Crew | 7/14 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA JV Fleet Regatta St.Mary's Ryken | St. Mary's Ryken | Crew | 2/12 (B Div) | |
| MASSA 2019 Girls Championship | CBA, TRYC & OCC | Crew | 9/16 | |
| DC Sail Fleet Race | Bethesda - Chevy Cha/Bishop O'Connell H.S/Yorktown | Crew | 11/17 (B Div) | |
| Severn Spring TR 12 boats | Severn | Crew | 5/8 | |
| MDISA Spring Season Opener @ DCSail | DC Sail | Crew | 10/17 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| Fall MDISA JV Champs | Saints Peter & Paul | Crew | 8/17 (B Div) | |
| SCC JV regatta | Great Mills/Leonardtown High | Crew | 5/16 (B Div) | |
| Kent Island Fall JV #2 | Kent Island | Crew | 7/10 (B Div) | |
| St. Mary's Ryken JV | St. Mary's Ryken Waterfront | Crew | 7/12 (A Div)10/12 (B Div) | |
| SCC JV Fleet Regatta | SCC | Crew | 9/11 (A Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| North East JV Regatta Spring 2018 | North East River Yacht Club | Crew | 5/11 (B Div) | |
| BCSC High School JV #1 Spring 2018 | Boys Latin/Towson | Crew | 11/17 (A Div) | |
| EYC JV Spring Regatta | Eastport Yacht Club | Crew | 10/10 (B Div) | |
| DC Sail JV Fleet Race | Bethesda - Chevy Cha/Georgetown Day/Walt Whitman | Skipper | 10/11 (B Div) |
| Name | Host | Date | Position | Place finish |
|---|---|---|---|---|
| MDISA JV Championships at SSPP | Saints Peter & Paul | Crew | 13/18 (B Div) | |
| Kent Island JV | Kent Island | Skipper | 8/10 (B Div) | |
| St. Mary's Ryken JV | St. Mary's Ryken | Skipper | 9/10 (B Div) | |
| BCSC Fall High School #1 | Boys Latin/Towson | Skipper | 8/8 (B Div) |