Past Presidents
| 2009 | John N. Fisher Jr. | Buzzards Yacht Club |
| 2008 | Andy Houlahan | Edgartown Yacht Club |
| 2007 | ||
| 2006 | Sally Madison | Beverly Yacht Club |
| 2005 | Cameron Bright | Buzzards Yacht Club |
| 2004 | David S. Jenney | Mattapoisett Yacht Club |
| 2003 | Paul Sullivan | Edgartown Yacht Club |
| 2002 | Robert W. Driscoll | Quissett Yacht Club |
| 2001 | Susan F. Butler | Beverly Yacht Club |
| 2000 | William Ware | Buzzards Yacht Club |
| 1999 | David S. Jenney | Mattapoisett Yacht Club |
| 1998 | Anne Vose | Edgartown Yacht Club |
| 1997 | Robert W. Driscoll | Quissett Yacht Club |
| 1996 | Carolyn Rubenstein | Beverly Yacht Club |
| 1995 | William Ware | Buzzards Yacht Club |
| 1994 | David S. Jenney | Mattapoisett Yacht Club |
| 1993 | Clare S. Gesualdo | Edgartown Yacht Club |
| 1992 | Douglas Cooper | Quissett Yacht Club |
| 1991 | Claude Hoopes | Beverly Yacht Club |
| 1990 | William Ware | Buzzards Yacht Club |
| 1989 | David S. Jenney | Mattapoisett Yacht Club |
| 1988 | Mark Mattison | Edgartown Yacht Club |
| 1987 | Jalien Hollister | Quissett Yacht Club |
| 1986 | Josephine S. Hetzeck | Beverly Yacht Club |
| 1985 | Daniel Schley | Buzzards Yacht Club |
| 1984 | David S. Jenney | Mattapoisett Yacht Club |
| 1983 | Stephen Armstrong | Edgartown Yacht Club |
| 1982 | Jalien Hollister | Quissett Yacht Club |
| 1981 | Thomas T. Crowley | Beverly Yacht Club |
| 1980 | John N. Fisher | Buzzards Yacht Club |
| 1979 | Peter P. Briggs | Mattapoisett Yacht Club |
| 1978 | Peter P. Briggs | Mattapoisett Yacht Club |
| 1977 | Mrs. John B. Coffin | Quissett Yacht Club |
| 1976 | Thomas T. Crowley | Beverly Yacht Club |
| 1975 | John N. Fisher | Buzzards Yacht Club |
| 1974 | DeWitt C. Jones, III | Quissett Yacht Club |
| 1973 | DeWitt C. Jones, III | Quissett Yacht Club |
