Pikewood Trophy
In 1950, Mr. and Mrs. Charles B. Goes Jr. donated a rectangular silver platter to the Yacht Club to become the permanent possession of the skipper winning it three out of five years. In 1954, their son, C. B. “Cuppy” Goes III, won the trophy for permanent possession, and he redonated it as a perpetual trophy in the championship series.
- 1950 Cuppy Goes
- 1951 Cuppy Goes
- 1952 Not awarded
- 1953 Buddy Melges
- 1954 Cuppy Goes
- 1955 Trophy retired
- 1956 Jeanette and John Hummel, Class A
- 1957 Buddy Melges
- 1958 Jane Pegel
- 1959 Jane Pegel
- 1960 Anderson Brothers
- 1961 Peter Freytag
- 1962 Cuppy Goes
- 1963 Cuppy Goes
- 1964 Cuppy Goes
- 1965 Williams Brothers
- 1966 Williams Brothers
- 1967 Cuppy Goes
- 1968 Cuppy Goes
- 1969 Cuppy Goes
- 1970 Laurie Gray
- 1971 Laurie Gray
- 1972 Not awarded
- 1973 Bruce Moore
- 1974 Not awarded
- 1975 Cuppy Goes
- 1976 Bruce Moore
- 1977 Cuppy Goes
- 1978 Buddy Melges
- 1979 Andy Carlson
- 1980 Tom Schmidt
- 1981 Cuppy Goes
- 1982 John Gluek
- 1983 Art Larson
- 1984 Hans Melges
- 1985 Harry Melges III
- 1986 Laurie Gray Morrissy
- 1987 Tom Schmidt
- 1988 Robert Harring / Jim Smith
- 1989 Robert Harring / Jim Smith
- 1990 John Porter
- 1991 Jeff Doubek
- 1992 Scott Ripkey
- 1993 Jeff Doubek
- 1994 Andy Burdick
- 1995 No race
- 1996 Art Larson / Mike Keefe
- 1997 Jeff Davenport
- 1998 Jeff Davenport
- 1999 Scott Ripkey
- 2000 Jerry Millsap
- 2001 Erick Youngquist
- 2002 Jim Petersen
- 2003 No race
- 2004 Frank Davenport
- 2005 Erick Youngquist
- 2006 Jeff Doubek
- 2007 Frank Davenport
- 2008 Frank Davenport
- 2009 Jim Petersen
- 2010 Erick Youngquist
- 2011 Michael Lynch
- 2012 No race
- 2013 No Race
- 2014 Tom Pomierski
- 2015 Bruce Cameron
- 2016 No Race
- 2017 Frank A. Davenport
- 2018 Chapman Petersen
- 2019 Chapman Petersen
- 2020 Marek Valasek
- 2021 Charles Lamphere
- 2022 Gordon Lamphere