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| Tuapeka Cup | | | | | | | |
| Year | Horse | Age | Sire | Trainer | Driver | Distance | Time |
| 1993 | Mighty Silks | 4 yr old gelding | Silk Legacy | Mrs LE and W Ferguson | PG Shand | 3200 metres | 4-13.1 |
| 1994 | Chanceafella | 5 year old mare | Son Of Afella | C Buchan | N McIntyre | 3200 metres | 4-13.2 |
| 1995 | Nero's Charger | 5 year old gelding | Nero's BB | G Shirley | BR Shirley | 3200 metres | 4.13.1 |
| 1996 | Future Fortune | 7 year old mare | Future Hanover | IG Goodman | CT Woodward | 3200 metres | 4-20.5 |
| 1997 | Nuclear Byrd | 4 year old gelding | Nuclear Canyon | EM Ryan | ML Price | 2200 metre mobile | 2-47.6 |
| 1998 | Dorunrun | 4 year old gelding | Clever Inocence | RN Straight | LW Crawford | 3200 metres | 4-09.0 |
| 1999 | Abbeyshrule | 5 year old mare | Cam's Trickster | BC Hutton | RT May | 3200 metres | 4-11.9 |
| 2000 | Black Eyed Bailey | 6 year old mare | Holmes Hanover | DA Taylor | MP Jones | 3200 metres | 4-09.6 |
| 2001 | Owaka Jack | 5 year old gelding | Falcon Seelster | WE Stapleton | RT May | 3200 metres | 4-11.8 |
| 2002 | OK Blue Jeans | 5 year old gelding | OK Bye | JK McRae | RH Swain | 3200 metres | 4-06.9 |
| 2003 | Rakanra | 5 year old gelding | Soky's Atom | CJ Barron | CJ Barron | 3200 metres | 4-09.5 |
| 2004 | Happy Gilmour | 7 year old gelding | Stand Together | SG Mathieson | BM Norman | 3200 metres | 4-09.4 |
| 2005 | Grenfell Robyn | 6 year old gelding | Holmes Hanover | DA Taylor | MP Jones | 3200 metres | 4-10.2 |
| 2006 | Les Lisle | 4 year old gelding | Lislea | RW Curtin | RW Curtin jnr | 3200 metres | 4-10.6 |
| 2007 | Roman Gladiator | 7 year old gelding | Christian Cullen | CH Baynes and RH Swain | RH Swain | 3200 metres | 4-05.6 |
| 2008 | Roadnight Charlie | 5 year old gelding | Courage Under Fire | TS and Mrs GS Chmiel | TS Chmiel | 3200 metres | 4-11.0 |
| 2009 | Highview Tommy | 4 year old entire | Bettors Delight | M Purdon and GR Payne | BN Orange | 3200 metres | 4-03.2 |
| 2010 | Anvils Best Ever | 4 year old entire | Elsu | NR McGrath | NR McGrath | 3200 metres | 3-59.7 |
| 2011 | River Black | 4 year old entire | Courage Under Fire | DA Taylor | MP Jones | 3200 metres | 4-04.0 |
| 2012 | Montecrengle | 4 year old gelding | Courage Under Fire | RJ Dunn | GD Smith | 3200 metres | 4-05.3 |
| 2013 | Comply Or Die | 5 year old gelding | Live Or Die | KM Barron | KM Barron | 3200 metres | 4-08.1 |
| 2014 | Explosive Art | 4 year old entire | Art Major | GT and PT Court | RT May | 3200 metres | 4-05.6 |
| 2015 | Titan Banner | 4 year old gelding | Art Major | GJ Anderson | DJ Dunn | 3200 metres | 4-01.4 |
| 2016 | Captain Dolmio | 5 year old gelding | Grinfromeartoear | MS Brinsdon | JR Dunn | 3200 metres | 4-13.0 |
| 2017 | Rocki Warrior | 6 year old gelding | Washington VC | Miss DM Ottley | SJ Ottley | 2700 metre stand | 3-24.4 |
| 2018 | Pat's Delight | 4 year old entire | Bettor's Delight | Cran Dalgety | RT May | 2700 metre stand | 3-21.6 |
| 2019 * | Robyns Playboy | 4 year old gelding | Shadow Play | Ross and Chris Wilson | Craig Ferguson | 2700 metre stand | 3-21.4 |
| 2020 | Robyns Playboy | 5 year old gelding | Shadow Play | Ross and Chris Wilson | Craig Ferguson | 2700 metre stand | 3.21.7 |
| *Race Record | | | | | | | |
| Different Distance | | | | | | | |
