| May 15-17, 2026 | 2026 ISSA Team Race National Championship (Baker Trophy) | |
| May 9-10, 2026 | MASSA 2026 Mallory Qualifier | |
| May 9-10, 2026 | MASSA 2026 Spring Invitational | |
| Apr 25-26, 2026 | MASSA 2026 Baker Qualifier | |
| Apr 25, 2026 | MASSA SUNY Girls Driver Clinic | |
| Jan 29-1, 2026 | POSTPONED to 2027 - Women Leaders in Sailing: Coach Summitt | |
| Dec 13-14, 2025 | 2025 ISSA Hogan Keelboat Invitational Regatta | |
| Nov 22-23, 2025 | 2025 ISSA Great Oaks National Invitational | |
| Nov 15-16, 2025 | MASSA 2025 Fall Girls Champs | |
| Nov 8-9, 2025 | 2025 Atlantic Coast Championship | |
| Full MDISA Calendar & Results | ||
The Maryland Interscholastic Sailing Association League (MDISA) consists of high school teams from Maryland, Delaware and Northern Virginia. It is one of 5 leagues comprising the MidAtlantic Scholastic Sailing Association (MASSA), which, in turn, is a district of the InterScholastic Sailing Association (ISSA). The MDISA League was developed by Stovy Brown. Travis Carlisle is the current League Director for MDISA.
The leagues are members of the MidAtlantic Scholastic Sailing Association and they conduct the majority of sailing opportunities for member schools. They are also in charge of selecting teams to attend the district events.
The 2011 MidAtlantic Scholastic Sailing Association Baker National Team Race Qualifier on April 30, 2011 and May 1, 2011 was hosted by The Virginia Interscholastic Sailing Association at the Norfolk Yacht and Country Club in Norfolk Va.
The 2008 Fall MASSA District Team Racing Championship was held at St. Marys College of Maryland by head varsity coach Adam Werblow.
The 2008 Fall MASSA District Fleet Racing Championship was held at Annapolis Yacht Club on November 1st. 18 District schools were qualified to attend this regatta by their leagues.