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| Year | Men | Ladies | Location |
| 2003 | Jake Mountain | Iona Gunn | Falmouth |
| 2004 | Smokey Sue | Iona Gunn | Falmouth |
| 2005 | Smokey Sue | Stormy Shooter | Falmouth |
| 2006 | Smokey Sue | Stormy Shooter | Falmouth |
| 2007 | Dapper Dan | Stormy Shooter | Falmouth |
| 2008 | Dapper Dan | Stormy Shooter | Falmouth |
| 2009 | Dapper Dan | Stormy Shooter | Berwick |
| 2010 | Dapper Dan | No Nonsense Nancy | Berwick |
| 2011 | Splinter Jack | No Nonsense Nancy | Berwick |
| 2012 | Splinter Jack | No Nonsense Nancy | Berwick |
| 2013 | Rootin Tootin Tim | No Nonsense Nancy | Berwick |
| 2014 | Dapper Dan | No Nonsense Nancy | Berwick |
| 2015 | Dapper Dan | No Nonsense Nancy | Berwick |
| 2016 | Smokey Sue | No Nonsense Nancy | Berwick |
| 2017 | Dapper Dan | No Nonsense Nancy | Berwick |
| 2018 | Dapper Dan | Dueling Des | Berwick |
| 2019 | Dapper Dan | Dueling Des | Berwick |
| 2020 | Tyler Tornado | Dueling Des | Berwick |
| 2021 | Tommy Two Spurs | Dueling Des | Berwick |
| 2022 | Tommy Two Spurs | Dueling Des | Berwick |
| 2023 | Tyler Tornado | Dueling Des | Berwick |
| 2024 | Tyler Tornado | Dueling Des | Berwick |
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