| Year | Skipper | Club |
|---|---|---|
| 1965 | Bill Culp | |
| 1966 | Gary Boswell | WRSC |
| 1967 | Jerry Thompson | ABYC |
| 1968 | Ralph Swanson | WBC |
| 1969 | Bob Williams | WSC |
| 1970 | John Cameron | WSC |
| 1971 | Jack Bakken | RMSA |
| 1972 | Bob Williams | WSC |
| 1973 | Norm Tanner | BMYC |
| 1974 | Lee Tautz | BMYC |
| 1975 | Lou Joline | MYC |
| 1976 | Henry Davis | INSA |
| 1977 | Dick Goppert | MYC |
| 1978 | Henry Davis | INSA |
| 1979 | Henry Davis | INSA |
| 1980 | Gene Soltero | WRSC |
| 1981 | Gene Soltero | WRSC |
| 1982 | Tom Castle | BMYC |
| 1983 | Doug Goppert | MYC |
| 1984 | Henry Davis | INSA |
| 1985 | Doug Day | MYC |
| 1986 | Lou Joline | MYC |
| 1987 | Norm Tanner | BMYC |
| 1988 | Gene Soltero | WRSC |
| 1989 | Norm Spahr | DSA |
| 1990 | Doug Goppert | MYC |
| 1991 | John Buckley | LSF |
| 1992 | Doug Goppert | MYC |
| 1993 | Doug Goppert | MYC |
| 1994 | Rick O'Brien | RMSA |
| 1995 | Jim Lowrie | BMYC |
| 1996 | Steve Tautz | BMYC |
| 1997 | Steve Tautz | BMYC |
| 1998 | Gene Soltero | WRYC |
| 1999 | Martin Bebb | SYC |
| 2000 | Steve Tautz | BMYC |
| 2001 | Steve Tautz | BMYC |
| 2002 | A & B Mccleskey | RMSA |
| 2003 | Steve Tautz | BMYC |
| 2004 | A & B McCleskey | RMSA |
| 2005 | Laura Stamets | RMSA |
| 2006 | Kirk Smith | CYC |
| 2007 | A & B McCleskey | RMSA |
| 2008 | Steve Tautz | BMYC |
| 2009 | A & B McCleskey | RMSA |
| 2010 | Blaine McCleskey | RMSA |
| 2012 | Rick Scofield | INSA |
| 2013 | Not Held Due To Flooding | |
| 2014 | Doug & Karen Swenson | RMSA |
| 2015 | Steve Tautz | BMYC |
| 2016 | Steve Tautz | BMYC |
| 2017 | Gene Soltero | CSC |
| 2018 | Gene Soltero | CSC |
| 2019 | Doug Mcknight | USC |
| 2020 | Blaine McCleskey | USC |
| 2021 | Garth Fasano & Peggy Fasano | BMYC |