| ISSA Cressy Singlehanded National's IlCA 6 | Saint Thomas Aquinas | National Championship | Singlehanded | | Official | 11/18 |
| ISSA Cressy Singlehanded Nationals ILCA 7 | Saint Thomas Aquinas | National Championship | Singlehanded | | Official | 8/18 |
| Atlantic Coast Championship | Old Dominion University | National Invitational | 2 Divisions | | Official | 5/18 |
| MASSA Gold Fall Team Championship | St. Mary's College of Maryland | District Championship | Team | | Official | 4/7 |
| VISA Fall Fleet Championship | Christchurch | District Championship | 2 Divisions | | Official | 4,14/21 |
| VISA Fall JV Fleet Championship | Poquoson | League Championship | 1 Division | | Official | 2,6,8,9,11/15 |
| VISA TCIS Championship | Hampton Roads | Promotional | Combined | | Official | 1/5 |
| VISA Team Race Championship and Qualifier | Norfolk Collegiate | League Championship | Team | | Official | 1/10 |
| MASSA Fleet Racing Championships | Brighton | District Championship | 2 Divisions | | Official | 6/18 |
| VISA WCA/WA JV Fleet Regatta | Youth Sailing Virginia | In-League | 1 Division | | Official | 3,7,14,16/16 |
| VISA NA Team Race Regatta 2 | Norfolk Yacht and Country Club | In-League | Team | | Official | 5/9 |
| VISA POQ Team 2/JV Fleet Regatta | Youth Sailing Virginia | In-League | 1 Division | | Official | 9,13,15/17 |
| VISA Maury/Granby JV/Team 2 Fleet Regatta | Norfolk Yacht and Country Club | In-League | 1 Division | | Official | 2,8,12,17/18 |
| VISA Kecoughtan/Phoebus Fleet Regatta | Youth Sailing Virginia | In-League | 2 Divisions | | Official | 6,7/18 |
| VISA Norfolk Academy Team Race Regatta | Norfolk Academy | In-League | Team | | Official | 3,10/11 |
| VISA NA JV Fleet Regatta | Norfolk Yacht and Country Club | In-League | 1 Division | | Official | 8,9/12 |
| MASSA Cressy Qualifier FULL-Rig | American Yacht Club | District Championship | Singlehanded | | Official | 2,10/16 |
| MASSA Cressy Qualifier RADIAL | American Yacht Club | District Championship | Singlehanded | | Official | 3,14/30 |
| VISA York/Grafton Fleet Regatta | Norfolk Yacht and Country Club | In-League | 2 Divisions | | Official | 8,17/20 |
| VISA York/Grafton JV Fleet Regatta | Norfolk Yacht and Country Club | In-League | 1 Division | | Official | 1,6,13/16 |
| VISA Christchurch Fleet Regatta | Christchurch school | In-League | 2 Divisions | | Official | 3,15/20 |