| Year |
Premier |
| 2022 |
Redfield Old Boys |
| 2021 |
Not Contested |
| 2020 |
Western Raptors |
| 2019 |
Sydney Harlequins |
| 2018 |
Canterbury |
| 2017 |
Sydney Irish |
| 2016 |
Blacktown |
| 2015 |
Beecroft |
| 2014 |
Sydney Irish |
| 2013 |
Not Contested |
| 2012 |
Not Contested |
| 2011 |
Brothers |
| 2010 |
Not Contested |
| 2009 |
Not Contested |
| 2008 |
Merrylands |
| 2007 |
Merrylands |
| 2006 |
Fairvale |
| 2005 |
Fairvale |
| 2004 |
Macquarie University |
| 2003 |
Blakehurst |
| 2002 |
Knox Old Boys |
| 2001 |
Liverpool |
| 2000 |
King's Old Boys |
| 1999 |
Matraville |
| 1998 |
Matraville |
| 1997 |
Epping |
| 1996 |
Drummoyne |
| 1995 |
Rockdale |
| 1994 |
Blacktown |
| 1993 |
Middle Harbour Skiff Club |
| 1992 |
Cavaliers |
| 1991 |
Manly Pines |
| 1990 |
Blacktown |
| 1989 |
Smithfield |
| 1988 |
Rockdale |
| 1987 |
Knox Old Boys |
| 1986 |
Old Ignatians & Willoughby (joint) |
| 1985 |
Red Robins |
| 1984 |
Forest |
| 1983 |
Killara West Pymble |
| 1982 |
Willoughby |
| 1981 |
Merrylands & Killara West Pymble (joint) |
| 1980 |
Matraville-Chevallier |
| 1979 |
Blue Mountains |
| 1978 |
Eastwood |
| 1977 |
Sydney High Old Boys |
| 1976 |
North Steyne |
| 1975 |
Oatley |
| 1974 |
Waverley |
| 1973 |
Haberfield |
| 1972 |
Eastwood |
| 1971 |
Reserve Bank |
