CAPTAIN'S DAY WINNERS
| Year | Winner | Course |
|---|---|---|
| 1993 | John Smyth | Hollywood Lakes |
| 1994 | Alan Brown | Longford |
| 1995 | Gary Kenny | Knockanally |
| 1996 | Brian McKenna | Laytown/Bettystown |
| 1997 | John Darcy | City West |
| 1998 | Gary Kenny | Glasson |
| 1999 | Derek Byrne | Rathsallagh |
| 2000 | Carl Evers | Glasson |
| 2001 | Bryan Malone | St. Margarets |
| 2002 | David Sommerfield | Carlow |
| 2003 | Paul Brady | Rathsallagh |
| 2004 | Colin Daly | Tulfarris |
| 2005 | Anthony Tapley | Glasson |
| 2006 | Gary Kenny | Glen of the Downs |
| 2007 | John Smith | Powerscourt |
| 2008 | Ken White | Castleknock |
| 2009 | Gary Kenny | Glasson |
| 2010 | Derek O'Dwyer | Carton House (O'Meara) |
| 2011 | Ronan Foley | Carton House (Montgomorie) |
| 2012 | John Cooney | Corballis |
| 2013 | Eddie Tapley | Moyvalley |
| 2014 | Dave Sommerfield | Rathsallagh |
| 2015 | Ronan Duffy | Seapoint |
| 2016 | Dave Sommerfield | Headfort New |
| 2017 | John Lyons | Castleknock |
| 2018 | Anthony Tapley | Tulfarris |
| 2019 | Matt Neilsen | Mount Juliet |
| 2020 | N/A | - |
| 2021 | Derek Lyons | Mount Wolseley |
| 2022 | Anthony Tapley | Knightsbrook |
| 2023 | Eoin Kirk | Knightsbrook |
