| May 15-17, 2026 | 2026 ISSA Team Race National Championship (Baker Trophy) | |
| May 9-10, 2026 | MASSA 2026 Spring Invitational | |
| May 9-10, 2026 | MASSA 2026 Mallory Qualifier | |
| 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.
Gill NA has a great scholastic program to get ISSA sailors in the right gear for the season
Zander Kirkland was a top high school sailor at Tabor Academy from 1998-2002. Following high school, he sailed at Tufts University (Medford, MA). Following Tufts, Zander was hired as the head coach of Newport Harbor High School’s 2009 National Championship Team.
Zander left NHHS in 2010 to pursue his Olympic sailing dream with his brother Jesse (another Tabor sailing team graduate), and together they would represent Bermuda in the 49er Class in the 2012 London Olympics.
High School Sailing continues to expand! Just when we thought we had hit our highest number of registered schools, we have exceeded that number. High School sailing continues to be the fastest growing niche in sailing in the United States.
Archbishop Spalding High School (Severn, MD) wins 2013 ACC's hosted by Annapolis Yacht Club and Severn Sailing Association. 18 schools from four ISSA Districts competed in the two day regatta in Annapolis, MD.