| 1st | 2nd | 3rd | |||||
| YEAR | DIVISION | SKIPPER | BOAT | SKIPPER | BOAT | SKIPPER | BOAT |
| 1995 | |||||||
| 1996 | William Purdy | Libra's Lady | |||||
| 1997 | Gary Manning | Darina VI | |||||
| 1998 | Robert Hayes | Whistling Duck | |||||
| 1999 | Robert Hayes | Whistling Duck | |||||
| 2000 | Robert Hayes | Whistling Duck | |||||
| 2001 | Graham Twomey | Jam | |||||
| 2002 | Division A | David Courtney | Better Still | ||||
| Division B | Robert Hayes | Whistling Duck | |||||
| 2003 | Division A | Brayden Woods | Paladen | ||||
| Division B | David Courtney | Better Still | |||||
| 2004 | White Sail 1 | Warren Goodyear | October Wind | ||||
| White Sail 2 | Dave Limoges | Nosko | |||||
| Spinnaker | Brayden Woods | Paladen | |||||
| 2005 | White Sail 1 | Warren Goodyear | October Wind | ||||
| White Sail 2 | Dave Limoges | Nosko | |||||
| Spinnaker | Brayden Woods | Paladen | |||||
| 2006 | White Sail 1 | Raimond Rieder | Nebulous | ||||
| White Sail 2 | John Kupers | California Girl | |||||
| Spinnaker | Brayden Woods | Paladen | |||||
| 2007 | White Sail 1 | Raimond Rieder | Nebulous | ||||
| White Sail 2 | John Kupers | California Girl | |||||
| Spinnaker | |||||||
| 2008 | White Sail 1 | Mitch Rothman | Rapture | ||||
| White Sail 2 | Cor Stapper | Cloud Dancer | |||||
| Spinnaker | |||||||
| 2009 | White Sail 1 | Dean Brown | Awesoma | Sharon Neilson | Wyvern | Ariane II | |
| White Sail 2 | Dave Limoges | Nosko | Cor Stapper | Cloud Dancer | Bruce Patton | Irish Jig | |
| Spinnaker | Dave Courtney | Better Still | Graham Twomey | Oz | Brayden Woods | Paladen | |
| 2010 | White Sail 1 | Dean Brown | Awesoma | Sharon Neilson | Wyvern | Willin | |
| White Sail 2 | Dave Limoges | Nosko | Bruce Patton | Irish Jig | Andrew Heim | Maroca II | |
| Spinnaker | Alex Kantemir | Byte Size | Sean Furniss | Sierra Tango | Jen Zimmerman | Ashe | |
| 2011 | White Sail 1 | Mike Yarwood | Hawley | ||||
| White Sail 2 | Mike Yarwood | Hawley | |||||
| Spinnaker | Cor Stapper | Cloud Dancer | |||||
| 2012 | White Sail 1 | Andrew Heim | Maroca II | ||||
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