Presented by Dudley D. Williiams
| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2022 | Louis Abbott | |||
| 2019 | Patrick Russell | |||
| 2015 | Rob Pennell | |||
| 2007 | Phil Johnson | |||
| 2000 | Rich Johnson | |||
| 1997 | Tom Ellsworth | |||
| 1995-1996 | Bill Carey | |||
| 1993 | Bill Carey | |||
| 1987 | Richard Johnson | |||
| 1986 | Bill Carey | |||
| 1985 | Art Carey | |||
| 1984 | Buz Guentner | |||
| 1983 | Rich Johnson | |||
| 1982 | Buz Guentner | |||
| 1981 | Rich Johnson | |||
| 1979-1980 | Tom Smith | |||
| 1978 | Richard Johnson | |||
| 1976-1977 | Jack Santone | |||
| 1975 | Penni Hutchinson | |||
| 1974 | Seth Brown | |||
| 1971-1973 | Robert Roulette | |||
| 1968-1970 | Robert Wulff | |||
| 1963-1964 | Miona Minor | |||
| 1961 | F.W. Norton | |||
| 1960 | Beachy Byrom | |||
| 1959 | Nell Bowen | |||
| 1958 | W.A.Hoss | |||
| 1957 | Nell Bowen | |||
| 1956 | W.A. Hoss | |||
| 1955 | John Sale |