Premier Division
| Year | Winner | |
|---|---|---|
| 2007-2008 | C.Clinton (YPI) | |
| 2006-2007 | K.Hodgson (STM) - Elite | |
| G.Betts (YPI) - Plate | ||
| 2005-2006 | R.Kilvington (Leven) | |
| 2004-2005 | I.Omand (YPI) | |
| 2003-2004 | L.Carrington (YPI) | |
| 2002-2003 | S.Jackson (YPI) | |
| 2001-2002 | C.Fletcher (KC) | |
| 2000-2001 | S.Taylor (YPI) | |
| 1999-2000 | Cancelled | |
| 1998-1999 | S.Taylor (YPI) | |
| 1997-1998 | D.Randerson (YPI) | |
| 1996-1997 | C.Londesborough (CRSD) | |
| 1995-1996 | I.Parker (HBC) | |
| 1994-1995 | J.Naser (HBC) | |
| 1993-1994 | P.Marshall (YPI) | |
| 1992-1993 | H.Kavanagh (East Mount) | |
| 1991-1992 | J.Naser (HBC) | |
| 1990-1991 | S.L.Marling (Wold) | |
| 1989-1990 | M.Harrison (Judeans) | |
| 1988-1989 | J.Naser (YPI) | |
| 1987-1988 | D.Randerson (YPI) | |
| 1986-1987 | R.Bray (Wold) | |
| ------------ |