In 2004, then Commodore Robert M. Camerino deeded to the Sag Harbor Yacht Club a new perpetual trophy designated as the Commodore's Cup, with the following stipulation:

Each year, at the Commodore’s Ball, the Commodore’s Cup shall be presented by the standing Commodore, to a member of the Club, whom the Commodore believes best exemplifies our Club's spirit.

Recipients of the Cup shall have their names engraved upon it and the Cup shall be permanently displayed at the Club.

Recipients

2004 - JOHN A. WARD
2005 - CHARLES T. DEMPSEY
2006 - LESTER L. BLACK, Jr.
2007 - STEVEN R. BRENNAN
2008 - HOWARD M. MEYERS
2009 - STEVEN J. NOVAK
2010 - ROBERT M. CAMERINO
2011 - CARL MARINO
2012 - JAMES McCROSSON
2013 - JAMES LASPESA
2014 - GEORGE F. NICHOLS, Jr.
2015 - RAYMOND M. PRIDE
2016 - CYNTHIA L. WHITE
2017 - GEORGE E. BUTTS, Jr.
2018 - ROGER A. LEW
2019 - PETER B. DIEFENDORF
2020 - CHRISTOPHER REMKUS
2021 - Sister ANN MARINO
2022 - C. WESLEY FRYE
2023 - GEORGE MARTIN