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1951 Castletown FC
1952 Ramsey FC
1953 Peel AFC
1954 Peel AFC
1955 Peel AFC
1956 RAF Jurby
1957 St. Georges FC
1958 Peel AFC
1959 Peel AFC
1960 Peel AFC
1961 St. Georges FC
1962 St. Georges FC
1963 Peel AFC
1964 Peel AFC
1965 Peel AFC
1966 Peel AFC
1967 Douglas High School OB
1968 Pulrose United
1969 Pulrose United
1970 Pulrose United
1971 Pulrose United
1972 Peel AFC
1973 Peel AFC
1974 Peel AFC
1975 Peel AFC
1976 Peel AFC
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1977 Peel AFC
1978 Rushen United
1979 Rushen United
1980 Rushen United
1981 Rushen United
1982 Castletown FC
1983 Douglas High School OB
1984 Peel AFC
1985 Rushen United
1986 Rushen United
1987 Douglas Gymnasium
1988 Rushen United
1989 Douglas High School OB
1990 Douglas High School OB
1991 Peel AFC
1992 St. Georges FC
1993 Pulrose United
1994 St. Georges FC
1995 St. Georges FC
1996 St. Marys AFC
1997 Douglas High School OB
1998 St. Marys AFC
1999 Castletown FC
2000 Peel AFC
2001 Peel AFC
2002 Peel AFC
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