Voting is by seniors only and takes place at the Annual Dinner. The trophy recognizes that senior who best exemplifies sailing achievement and sportsmanship.
| Year | Name | School | Results |
|---|---|---|---|
| 2014 | |||
| 2013 | |||
| 2012 | |||
| 2011 | |||
| 2010 | |||
| 2009 | |||
| 2008 | |||
| 2007 | |||
| 2006 | |||
| 2005 | |||
| 2004 | |||
| 2003 | |||
| 2002 | |||
| 2001 | Adam Deermount | Tuft University | |
| 2001 | Peter Beardsley | Amherst College | |
| 2000 | Alan Sun | Massachusetts Institute of Technology | |
| 1999 | Stan Schreyer | Boston University | |
| 1998 | Pete Spaulding | Boston College | |
| 1997 | Pete Spaulding | Boston College | |
| 1996 | Mike Huang | Yale University | |
| 1995 | Rob Richards | Tufts University | |
| 1994 | Josh Adams | Tufts University | |
| 1993 | Richard Feeny | Brown University | |
| 1992 | |||
| 1991 | |||
| 1990 | |||
| 1989 | |||
| 1988 | |||
| 1987 | |||
| 1986 | |||
| 1985 | |||
| 1984 | |||
| 1983 | |||
| 1982 | |||
| 1981 | |||
| 1980 | |||
| 1979 | |||
| 1978 | |||
| 1977 | |||
| 1976 | Neal Fowler | Tufts University | |
| 1975 | George Balaconis | Northeastern University | |
| 1975 | Christopher Hornig | Harvard University | |
| 1974 | |||
| 1973 | Allen B. Hughes | U.S. Coast Guard Academy | |
| 1972 | George S. Horton | Tufts University | |
| 1971 | Patrick Seaver | Yale University | |
| 1971 | Alexander Vietor | Tufts University | |
| 1970 | J. Albert Kingham | U.S. Coast Guard Academy | |
| 1969 | Thomas Dykstra | University of Rhode Island | |
| 1969 | David McComb | Massachusetts Institute of Technology | |
| 1969 | Christopher Seaver | Yale University |