| Year | Sailor Name(s) | Boat Name | Boat Type | Results |
|---|---|---|---|---|
| 2015 | Brig Kline & Dennis Kuhn | |||
| 2013 | Dennis Kuhn | |||
| 2011 | Matt Dathe, Richard Stoddard, and Glen Vieira | |||
| 2009 | Bruce Ives & Matt Dathe | |||
| 2005 | Glen Vieira & Richard Stoddard | |||
| 2001 | Glen Vieira | |||
| 1999 | Steve Gletcher & Gene Fletcher | |||
| 1997 | Mike Fink | |||
| 1995 | Fred Delany & Sandy Purdon | |||
| 1993 | Sandy Purdon | |||
| 1991 | Sandy Purdon |