The Brainard Cooper Memorial Award is the highest award given by Privateer Yacht Club. The deed of gift reads as follows:
A perpetual trophy awarded annually to the club member who, in the opinion of the Board of Directors, has exhibited outstanding attributes in the promotion of sailing and sportsmanship; has contributed significantly to the activities of the Club and has demonstrated proficiency and improvement in sailing ability.
Brainard Cooper, Jr. has recently donated the mast from his father's boat to be used as the keeper trophy for this perpetual award. This creates a very fitting memorial that will be displayed in the homes of the best members of Privateer Yacht Club.
|1967 - Lowery "Buzz" Lamb||1968 - C. A. "Chet" Nedwidek||1969 - J. Lloyd Cox||1970 - Dan N. Williams|
|1971 - John H. Wesley||1972 - Frank St. Vincent||1973 - David S. Rehring||1974 - Kenneth H. Simons|
|1975 - J. Dean Hearn||1976 - Betty Failing||1977 - Van Wesley||1978 - Pete Duvoisin|
|1979 - Hendrik Zander, Jr||1980 - Jerry Humphreys||1981 - Fred Lockeman||1982 - Mike McLaughlin|
|1983 - Jim & Myra Brown||1984 - Rob Fowler||1985 - Brainard Cooper, Jr.||1986 - Bill Denes|
|1987 - Patricia Fowler||1988 - Bill Webb||1989 - Chuck Castleman||1990 - John H. Wesley|
|1991 - Margaret Bentzen||1992 - Jim Brown||1993 - Kenneth H. Simons||1994 - Spike Carscaddon|
|1995 - Curtis Patterson||1996 - Bo Cline||1997 - Bill Berry||1998 - John Hearn|
|1999 - John Coolidge, Jr.||2000 - Scott Cline||2001 - Steve Morgan||2002 - Bill Robertson|
|2003 - Diane Hickey||2004 - John Hearn||2005 - Tom Clark||2006 - Kent Overbeck|
|2007 - Chris Cyrul||2008 - Bryson Lesley||2009 - David Bergevin||2010 - David Varnell|
|2011 - Michael Seeber||2012 - Steve George|