| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2021 | Will LaDow | |||
| 2018-2019 | Bruce Nelson | |||
| 2017 | Tom Carruthers | |||
| 2016 | Bruce Nelson | |||
| 2015 | Argyle Campbell | |||
| 2013-2014 | Bruce Nelson | |||
| 2011-2012 | Bill Hardesty | |||
| 2010 | Brian Camet | |||
| 2009 | Bruce Golison | |||
| 2008 | Bruce Nelson, Mike Herlihy, John Fuller | 986 | ||
| 2007 | Brian, Alex, and Daniel Camet | 1216 | ||
| 2006 | Vince Brun, Rodney Hagabols, Patrick Murray | 1000 | ||
| 2005 | Brian Thomas, Mark Brink, Hugo Schreiner | 1210 | ||
| 2004 | Brian, Alex, Daniel Camet | 522 | ||
| 2003 | Bruce Nelson | 986 | ||
| 22002 | Champion, Brink, Lanzinger | |||
| 2001 | Vince Brun, RIck Merriman, Rodrigo Meireles | |||
| 2000 | Brun, Bennett, Merriman | |||
| 1999 | Ladow, Gregory, Hope | |||
| 1998 | Andy LaDow | |||
| 1997 | Dennis Conner | |||
| 1996 | Bruce Nelson | |||
| 1995 | Tim Hogan | |||
| 1994 | Bob Kettenhoffen | |||
| 1993 | Andy LaDow | |||
| 1992 | Peter Isler | |||
| 1991 | Buddy Melges | |||
| 1990 | Soares, Pleskus, Lynch | Air Tuna | ||
| 1989 | Harvey, Nelson, Gibbs | |||
| 1987-1988 | Bill Munster | |||
| 1986 | Mark Miehle | |||
| 1985 | Norm Reynolds, Jim Reynolds |