
| Year | Boat | Skipper/Owner/Crew |
|---|---|---|
| 2024/2025 | Crush | Skip |
| 2023/2024 | Greybeard | Malcolm Bradford |
| 2022/2023 | Huon Lass | Paul Montague |
| 2021/2022 | Midnight's Promise | Peter Graham |
| 2020/2021 | Sinbad | Ken Allen |
| 2019/2020 | Trixie | Ian Ritchie |
| 2018/2019 | Isabelle | Sandy Richardson |
| 2017/2018 | Dragonfly | Jason Marty, Ben Fitz, Adam Bridger |
| 2016/2017 | Panchax | Jan Scholten & Stephen Parker |
| 2015/2016 | Margreta | Jon Hoile |
| 2014/2015 | Rebecca | Marcus & Raymos |
| 2013/2014 | Even Keel | Gems & Jono |
| 2012/2013 | Birrahlee | Rick Leplastrier |
| 2011/2012 | Fat Lady | Jono, Gems, Jo.M & Jo.W |
| 2010/2011 | Spindrifter | Matt & Lally Trapnell |
| 2009/2010 | Maali | Jim & Gerry Colley |
| 2008/2009 | Margreta | Hoiley, Den Damien & girls |
| 2007/2008 | Marama | Tom Coventry |
| 2006/2007 | Ride on Time | Kevin Sullivan |
| 2005/2006 | Cobber | Dan Josh James Alex Kirst |
| 2004/2005 | Lord Crew Arms | Hoiley, Den Damien & Jen |
| 2003/2004 | Retreat | Graham Proctor |
| 2002/2003 | Birrahlee | Rick Leplastrier |
| 2001/2002 | Cobber | Dan Cooper |
| 2000/2001 | Amanda | Jay McCord |
| 1999/2000 | Larrikin | Barbara & Bob Story |
| 1998/1999 | Leda | Piers Ackerman |
| 1997/1998 | Sacre Bleu | Ginger Perkins |
| 1996/1997 | Wire Duck | Ken & Greg Sky |
| 1995/1996 | Sylphine II | Matt Gardiner |
| 1994/1995 | Diamond 79 | Brad Jones |
| 1993/1994 | Landfall | W Ferrier/ J Koile |
| 1992/1993 | Sylphine II | Matt Gardiner |
| 1991/1992 | Autumn Leaves | E D Haysom |
| 1990/1991 | Downunder | T Morris |
| 1989/1990 | Magic Lady | T Griffin |
| 1988/1989 | Seajoy II | P Wright |
