| 2007 |
St. Mary's College |
Naparima College |
St. Augustine Senior Secondary |
Carapichaima Senior Comprehensive |
Scarborough Government Secondary |
Naparima College |
| 2006 |
Fatima College |
Presentation College |
St. Augustine Senior Secondary |
Carapichaima Senior Comprehensive |
Signal Hill Senior Comprehensive |
San Juan Secondary Comprehensive |
| 2005 |
Fatima College |
Naparima College |
San Juan Secondary Comprehensive |
Presentation College |
Signal Hill Senior Comprehensive |
Fatima College |
| 2004 |
Mucurapo Senior Comprehensive |
Naparima College |
St. Augustine Senior Secondary |
Presentation College |
Scarborough Government Secondary |
St. Anthony's College |
| 2003 |
Queen's Royal College |
Naparima College |
Arima Senior Comprehensive |
Presentation College |
Signal Hill Senior Comprehensive |
St. Anthony's College |
| 2002 |
St. Anthony's College |
Princes Town Senior Comprehensive |
Arima Senior Comprehensive |
Presentation College |
Scarborough Government Secondary |
St. Anthony's College |
| 2001 |
St. Anthony's College |
Naparima College |
El Dorado Secondary Comprehensive |
N/A |
Scarborough Government Secondary |
Princes Town Senior Comprehensive |
| 2000 |
N/A |
N/A |
N/A |
N/A |
N/A |
Naparima College |
| 1999 |
N/A |
N/A |
N/A |
N/A |
N/A |
Naparima College |
| 1998 |
N/A |
N/A |
N/A |
N/A |
N/A |
St. Benedict's College |
| 1997 |
N/A |
N/A |
N/A |
N/A |
N/A |
St. Anthony's College |
| 1996 |
N/A |
N/A |
N/A |
N/A |
N/A |
No winner |
| 1995 |
N/A |
N/A |
N/A |
N/A |
N/A |
Signal Hill Senior Comprehensive |
| 1994 |
Malick Secondary Comprehensive |
Princes Town Senior Comprehensive |
N/A |
N/A |
N/A |
Princes Town Senior Comprehensive |
| 1993 |
Malick Secondary Comprehensive |
Presentation College |
N/A |
N/A |
N/A |
Malick Secondary Comprehensive |
| 1992 |
Belmont Boys' Secondary |
St. Benedict's College |
N/A |
N/A |
N/A |
Belmont Boys' Secondary |
| 1991 |
Queen's Royal College |
St. Benedict's College |
N/A |
N/A |
N/A |
No winner |
| 1990 |
Malick Secondary Comprehensive |
Presentation College |
N/A |
N/A |
N/A |
Malick Secondary Comprehensive |
| 1989 |
St. Mary's College |
St. Benedict's College |
N/A |
N/A |
N/A |
Signal Hill Senior Comprehensive |
| 1988 |
St. Mary's College |
St. Benedict's College |
N/A |
N/A |
N/A |
Signal Hill Senior Comprehensive |
| 1987 |
Queen's Royal College |
St. Benedict's College |
N/A |
N/A |
N/A |
Signal Hill Senior Comprehensive |
| 1986 |
St. Mary's College |
Presentation College |
N/A |
N/A |
N/A |
El Dorado Secondary Comprehensive |
| 1985 |
John Donaldson Technical Institute |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
San Fernando Technical Institute |
| 1984 |
John Donaldson Technical Institute |
Naparima College |
N/A |
N/A |
N/A |
St. Augustine Senior Secondary |
| 1983 |
Mucurapo Senior Comprehensive |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
Mucurapo Senior Comprehensive |
| 1982 |
Mucurapo Senior Comprehensive |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
Signal Hill Senior Comprehensive |
| 1981 |
Fatima College |
Naparima College |
N/A |
N/A |
N/A |
St. Augustine Senior Secondary |
| 1980 |
Trinity College |
Presentation College |
N/A |
N/A |
N/A |
No Winner |
| 1979 |
Fatima College |
Naparima College |
N/A |
N/A |
N/A |
Fatima College |
| 1978 |
John Donaldson Technical Institute |
Naparima College |
N/A |
N/A |
N/A |
John Donaldson Technical Institute |
| 1977 |
John Donaldson Technical Institute |
Naparima College |
N/A |
N/A |
N/A |
Naparima College |
| 1976 |
Tranquility Government Secondary |
Naparima College |
N/A |
N/A |
N/A |
Naparima College |
| 1975 |
Belmont Boys' Secondary |
Presentation College |
N/A |
N/A |
N/A |
Belmont Boys' Secondary / Presentation College |
| 1974 |
Tranquility Government Secondary |
Presentation College |
N/A |
N/A |
N/A |
Tranquility Government Secondary |
| 1973 |
Tranquility Government Secondary |
Naparima College |
N/A |
N/A |
N/A |
Naparima College |
| 1972 |
Tranquility Government Secondary |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
San Fernando Technical Institute |
| 1971 |
St. Mary's College |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
San Fernando Technical Institute |
| 1970 |
St. Mary's College |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
San Fernando Technical Institute |
| 1969 |
Belmont Boys' Secondary |
San Fernando Technical Institute |
N/A |
N/A |
N/A |
San Fernando Technical Institute |
| 1968 |
St. Mary's College |
St. Benedict's College |
N/A |
N/A |
N/A |
St. Mary's College |
| 1967 |
Queen's Royal College |
St. Benedict's College |
N/A |
N/A |
N/A |
St. Benedict's College |
| 1966 |
Queen's Royal College |
St. Benedict's College |
N/A |
N/A |
N/A |
Queen's Royal College |
| 1965 |
Fatima College |
St. Benedict's College |
N/A |
N/A |
N/A |
Fatima College |
| 1964 |
St. Mary's College |
St. Benedict's College |
N/A |
N/A |
N/A |
Queen's Royal College |
