| Year | Winner | Runner Up |
| 1988 | Port St Mary C | Unknown |
| 1989 | Nobles Park C | Port Erin B |
| 1990 | Ballaugh A | North Ramsey B |
| 1991 | Nobles Park D | Nobles Park C |
| 1992 | Finch Hill B | Douglas B |
| 1993 | Nobles Mixed A | Port Erin B |
| 1994 | Port St Mary D | Ronairco A |
| 1995 | Finch Hill B - (2) | Castletown C |
| 1996 | Ballaugh B | Finch Hill C |
| 1997 | Finch Hill B - (3) | Mount Murray A |
| 1998 | Nobles Mixed B | South Ramsey B |
| 1999 | Port St Mary C - (2) | Port St Mary D |
| 2000 | Onchan B | North Ramsey B |
| 2001 | Port St Mary D - (2) | Onchan C |
| 2002 | Ballaugh B - (2) | Castletown C |
| 2003 | Peel Sunset B | North Ramsey B |
| 2004 | Port St Mary C - (3) | Nobles Mixed B |
| 2005 | Douglas B | Ballaugh B |
| 2006 | Peel Sunset B - (2) | North Ramsey B |
| 2007 | Douglas B - (2) | Port St Mary D |
| 2008 | Ballaugh C | Castletown D |
| 2009 | Peel Sunset B - (3) | Onchan C |
| 2010 | Finch Hill B - (4) | Onchan C |
| 2011 | Peel Sunset B - (4) | Nobles Mixed B |
| 2012 | Douglas B - (3) | Castletown D |
| 2013 | Nobles Park A | North Ramsey B |
| 2014 | Marown B | South Ramsey B |
| 2015 | Onchan C | Peel Sunset C |
| 2016 | Douglas C | Port Erin B |
| 2017 | Peel Sunset C | Ballaugh C |
| 2018 | Marown C | Ballaugh B |
| 2019 | South Ramsey C | Finch Hill B |
| 2020 | Not Played (Covid-19) | |
| 2021 | Ballaugh B - (3) | Onchan C |
| 2022 | North Ramsey B | Nobles B |
