| YEARS |
Winner |
| 2006 |
Small Axe Band - Masquerade |
| 2005 |
Nu Vybes - Ting Lang |
| 2004 |
Grand Masters - Money Wutt |
| 2003 |
Small Axe Band - Watch De Creep-Up |
| 2002 |
Nu Vybes - Step Up |
| 2001 |
Nu Vybes - Sugar |
| 2000 |
Small Axe - Shub Back On De |
| 1999 |
Grand Masters - Millennium Jam |
| 1998 |
Grand Masters - Master's Massive |
| 1997 |
Nu Vybes - Street Style |
| 1996 |
Nu Vybes - Hand Signal |
| 1995 |
Pungwa - Stranded Night |
| 1994 |
A U Brown - Fan Me |
| 1992 |
Ellie Matt - Jump |
| 1991 |
Mic Stokes - All Kinda Tings |
| 1990 |
Small Axe - Pan Man |
| 1989 |
Small Axe - Who Is De Dan |
| 1988 |
Small Axe - Big League |
| 1987 |
Grand Masters - Masters’ Jam |
| 1986 |
De Coach/Contender - De Boops/Living In De Band |
| 1985 |
Mic Stokes - One Shot Man |
| 1984 |
Shango - Chin Chin Bar |
| 1983 |
No Selection |
| 1982 |
Ellie Matt - Patsy |
| 1981 |
Starshjeld - Hooray Mass |
| 1980 |
Ranger - Seven Day Mass |
| 1979 |
Elile Matt - Tune for De Children |
| 1978 |
Ellie Matt - Sugar City Jam |
| 1977 |
Ellie Matt - Shang Shang |
| 1976 |
Ellie Matt - Jam Back |
| 1975 |
Arrow - Rummy Song |
| 1974 |
Mark The First - Come Forward |
| 1973 |
Ellie Matt - All Day, All Night |
| 1972 |
Controller - Right On |
| 1971 |
Sundar Popo - Play You Mass |
Carnival 
