| Year | Winner | Driver | Trainer | Track | Distance | Time | Sire | Second | Stake | |
| 1 | 1984 | Crafty Kobba | Jimmy Bond | J.R.Bond | Wyndham | 2400m | 03:15.th | Timely Knight | Sir Rival | $6,500 | |
| 2 | 1985 | Malaz | Hamish Hunter | A.F.H.Hunter | Winton | 2400m | 03:15.th | Lordship | Me Bruvver | $9,000 | |
| 3 | 1986 | Sapper | Robin Swain | C.H.Baynes | Invercargill | 2200m | 02:49.th | Sapling | Stingray | $15,000 | |
| 4 | 1987 | Noble Fella | Bryce Buchanan | S.B.Brown | Gore | 2200m | 02:48.th | Son Of Afella | Arctic Admiral | $13,000 | |
| 5 | 1988 | Lookahead | Alan Scobie | A.W.Scobie | Wyndham | 2400m | 03:01.th | Farm Timer | Debbie's Boy | $13,000 | |
| 6 | 1989 | Open All Hours | Clarrie Woodward | D.J.Baynes | Winton | 2400m | 03:06.th | Sir Dalrae | Stormy Bo Scot | $15,000 | |
| 7 | 1990 | Seafield Inca | Ali Malcolmson | K.R.Court | Invercargill | 2200m | 02:50.th | Smooth Fella | Clever Dillion | $15,000 | |
| 8 | 1991 | Handiboy | Clark Barron | A.T.Devery & H.W.Skinner | Winton | 2400m | 03:03.th | Double Century | Carbine | $15,000 | |
| 9 | 1992 | Giovanetto | Murray Gray | M.J.Gray | Gore | 2200m | 02:51.th | Fitch II | Our Dave | $15,000 | |
| 10 | 1993 | No Return | Henry Skinner | H.W.Skinner | Wyndham | 2400m | 03:04.th | Holmes Hanover | Bee Bee Cee | $15,000 | |
| 11 | 1994 | Holmes Boy | John Hay | B.O'Meara | Invercargill | 2700m | 03:32.th | Holmes Hanover | White Star Sam | $18,000 | |
| 12 | 1995 | The Orator | Robin Swain | D.A.Swain | Invercargill | 2700m | 03:23.th | Talk About Class | Decision Time | $20,000 | |
| 13 | 1996 | Corumba | Brent Barclay | N.G.Creighton | Invercargill | 2700m | 03:23.th | OK Bye | Beaudiene Butler | $24,000 | |
| 14 | 1997 | Atitagain | Simon Pavlovich | J.W.Adams | Invercargill | 2700m | 03:29.th | Bo Scot's Blue Chip | Reklaw's Pride | $25,000 | |
| 15 | 1998 | Annie's Boy | Simon Pavlovich | D.S.McLachlan | Invercargill | 2700m | 03:24.th | Soky's Atom | Kotare Jaeger | $26,000 | |
| 16 | 1999 | Cigar | Danny Campbell | B.O'Meara | Invercargill | 2700m | 03:23.th | Soky's Atom | Folden Holmes | $25,000 | |
| 17 | 2000 | Handoverbid | Ken Barron | J.A.Lischner | Winton | 2400m | 02:58.th | Holmes Hanover | Soky Stallone | $25,000 | |
| 18 | 2001 | Franco New Deal | John Hay | J.C.Hay | Winton | 2400m | 03:01.th | Falcon Seelster | Astra Nom McCool | $25,000 | |
| 19 | 2002 | Roland John | Ken Barron | J.A.Lischner & K.M.Barron | Winton | 2400m | 03:08.th | Falcon Seelster | Johnny Be Cool | $25,000 | |
| 20 | 2003 | Howard Bromac | Kirk Larsen | K.N.Larsen | Winton | 2400m | 02:58.th | Falcon Seelster | Rest Holme | $25,000 | |
| 21 | 2004 | Roman Gladiator | Robin Swain | C.H.Baynes & R.H.Swain | Winton | 2400m | 02:56.th | Christian Cullen | Sir Lance | $25,000 | |
| 22 | 2005 | Classic Cullen | Mark Purdon | M.Purdon | Invercargill | 2700m | 03:34.th | Christian Cullen | Albert Patron | $25,000 | |
| 23 | 2006 | Looksaflyer | Brent Barclay | F.R.Price and Mrs KV Price | Invercargill | 2700m | 03:21.th | Sands A Flyin | The Reckoning | $30,000 | |
| 24 | 2007 | Changeover | David Butcher | G.C.Small | Invercargill | 2700m | 03:20.th | In The Pocket | Days of Courage | $49,922 | |
| 25 | 2008 | Auckland Reactor | Mark Purdon | Purdon/Payne | Invercargill | 2700m | 03.22.7 | Mach Three | Fiery Falcon | $50,000 | |
| 26 | 2009 | Highview Tommy | Blair Orange | Purdon/Payne | Invercargill | 2700m | 03.19.1 | Bettor's Delight | Rocket Star | $50,000 | |
| 27 | 2010 | Franco Jamar | Craig Thornley | SA Dolan | Invercargill | 2700m | 03.23.6 | Courage Under Fire | Captain Peacock | $50,000 | |
| 28 | 2011 | Ohoka Texas | David Butt | DJ and Mrs CM Butt | Invercargill | 2700m | 3.26.4 | Christian Cullen | Malak Uswaad | $40,000 | |
| 29 | 2012 | Texican | Dexter Dunn | Cran Dalgety | Invercargill | 2700m | 3.20.0 | Bettor's Delight | Best Deal Yet | $40,000 | |
| 30 | 2013 | Elios | John Dunn | Robert Dunn | Invercargill | 2700m | 3-22.5 | Bettor's Delight | Eric Clapton | $40,000 | |
| 31 | 2014 | No Doctor Needed | John Dunn | Robert Dunn | Gore | 2700m | 3-19.7 | Mach Three | Messini | $45,000 | |
| 32 | 2015 | I'm Full Of Excuses | Clark Barron | Clark Barron | Invercargill | 2700 m | 3-22.3 | Jeremy's Jet | Tas Man Bromac | $45,000 | |
| 33 | 2016 | Heaven Rocks | Mark Purdon | Mark Purdon and Natalie Rasmussen | Invercargill | 2700 m | 3-19.9 | Rock N Roll Heaven | Classie Brigade | $45,000 | |
| 34 | 2017 | Eamon Maguire | Dexter Dunn | Graeme Anderson | Invercargill | 2700 m | 3-19.1 | Art Major | Mongolian Storm | $45,000 | |
| 35 | 2018 | Duke Of Wellington | Brent Barclay | Lauren Pearson | Invercargill | 2700m | 3-20.7 | American Ideal | Hail Christian | $45,000 | |
| 36 | 2019 | Memphis Tennesee | Terry Chmiel | Terry and Glenys Chmiel | Invercargill | 2700 m | 3-24.4 | Bettor's Delight | Mongolian Cavalry | $50,000 | |
| 37 | 2020 | Burnham Boy | Samantha Ottley | Mark Jones | Invercargill | 2700 m | 3-19.8 | Bettor's Delight | Pembrook Playboy | $28,200 | |
| 38 | 2021 | Ragazzo Mach | Nathan Williamson | Nathan Williamson | Invercargill | 2700 m | 3-17.8 | Bettor's Delight | Yorokobi | $40,000 | |
