| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2014 | Chris Slagerman | Maverick | ||
| 2012 | Laura Schlessinger | Katana | ||
| 1992 | Les Crouch | Maverick | IOR 4th | |
| 1990 | Ed McDowell | Grand Illusion | ||
| 1988 | Pat Farrah | Blondie | ||
| 1986 | Pat Farrah | Ragtime | ||
| 1984 | Baker/Berkus/Writer | Saga | ||
| 1982 | Fred Preiss | Christine | ||
| 1980 | Delfino/Gayner | Drifter | ||
| 1978 | Harry C. Moloscho | Drifter | ||
| 1976 | Nicholas L. Frazee | Joli |