| 2023 | Jim Cunningham | Steve Hunt, Erik Shampain, Serena Vilage | | |
| 2022 | Shaun Frolich | Duncan Truswell, Ed Wright | | |
| 2019 | Scott Kaufman | Lucas Calabrese, Austen Anderson, Diego Stefani | | |
| 2018 | Jeanne-Claude Strong | Seve Jarvin, Marcus Burke, Jeni Danks | | |
| 2017 | Martin Hill | Andrew Palfrey, David Chapman, Sasha Ryan | | |
| 2016 | Steve Benjamin | Michael Menninger, Ian Liberty, George Peet | | |
| 2015 | Jeanne-Claude Strong | Neville Whitty, Tiana Whitty, Marcus Burke | | |
| 2014 | Bill Hardesty | Taylor Canfield, Stephanie Roble, Marcus Eagan | | |
| 2013 | Seamus McHugh | Andy Beadsworth, Simon Fry | | |
| 2012 | Noel Drennan | Anthony Nossiter, Will McCarthy | | |
| 2011 | Dennis Conner * | Julie Servais, Alex Camet | | |
| 2010 | John Bertrand | Andrew Palfrey, Tom Slingsby | | |
| 2009 | Rob Goddard | Anthony Thackray, Guy McGregor | | |
| 2008 | Senet Bischoff | Colin Gordon, Ben Kinney | | |
| 2007 | Noel Drennan | Wade Morgan, Mal Parker | | |
| 2006 | Ante Razmilovic | Jez Fanstone, Stuart Flinn | | |
| 2005 | Shark Kahn | Brian Lee, Adrian Finglas, Jeff Madrigali | | |
| 2004 | Michael Manford | Richard Rowell, Dean McAulay | | |
| 2003 | Ken Read | Karl Anderson, Scott Norris | | |
| 2002 | Stuart Childerley | Simon Russell, Roger Marno | | |
| 2001 | Dirk Kneulman | Dwayne Smithers, Jud Smith | | |
| 2000 | Peter Isler | Steve Grillon, Artie Means | USA 706 | |
| 1999 | Ian Walker | Nick Williams, Matt Wenke | AUS 424 | |
| 1998 | Dave Curtis | George Iverson, Ron Rosenberg | | |
| 1997 | Jeff Madrigali | John Jansheski, Michael Condon | USA 1091 | |
| 1996 | N Drennan | N Williams, W Johnstone | AUS 379 More Elusive | |
| 1995 | P Chappell | G Johnson, S Skeggs | AUS 359 Cocktail Party | |
| 1994 | T Hogan | T Hogan, T Hogan | US 909 Fightin Irish | |
| 1993 | C Beashel | D Giles, R Uechtritz | KA 326 The Boat | |
| 1992 | Randy Bartholomew | Don Horton, Brian Kelly | US 744 | Fleet 15 |
| 1991 | Peter Isler | Bobby Fodor, Bob Billingham | US 706 | |
| 1990 | J Bertrand | E Lawrence, B Browne | KA 313 Two Saints & A Magpie | |
| 1989 | Buckingham | Mason, Gadbois | US 640 Ambush | |
| 1988 | Ellis | Downes, Boxall | | Hong Kong |
| 1987 | Menninger/Jorgensen | | US 706 | Fleet 6 |
| 1986 | John and Pam Marchant | | KC 22 | |
| 1985 | Fleet White | | US 637 Auspice | |
| 1984 | Dave Curtis | | | Fleet #4 |
| 1983 | Don Jesberg | | US 577 | Fleet 12 |
| 1982 | Dave Curtis | | US 500 | Fleet #4 |
| 1981 | Dave Curtis | | Whip | |