The Isle of Wight FA is a Division of Hampshire
Football Association
Previous Senior (Gold) Cup Winners
| 1921 |
Royal
Ulsters |
| 1922 |
Cowes FC |
| 1923 |
Sandown & Lake FC |
| 1924 |
Sandown & Lake FC |
| 1925 |
Sandown FC |
| 1926 |
Cowes FC |
| 1927 |
Ryde FC |
| 1928 |
Cowes FC |
| 1929 |
Newport FC |
| 1930 |
Cowes FC |
| 1931 |
Bembridge FC |
| 1932 |
Newport 1 Cowes 1
- Cup withheld |
| 1933 |
2nd Hampshire’s |
| 1934 |
Cowes FC |
| 1935 |
Newport FC |
| 1936 |
Cowes FC |
| 1937 |
Newport FC |
| 1938 |
Sandown FC |
| 1939 |
Newport FC |
| 1940 |
SLWP |
| 1941 |
6th Ox & Bucks |
| 1942 |
12th Devon Reg |
| 1943 |
Cowes FC |
| 1944 |
Newport FC |
| 1945 |
Newport FC |
| 1945 |
Newport FC |
| 1946 |
Newport FC |
| 1947 |
Newport FC |
| 1948 |
Ryde FC |
| 1949 |
Ryde FC |
| 1950 |
Ryde FC |
| 1951 |
Cowes FC |
| 1952 |
Cowes FC |
| 1953 |
Cowes/ Newport shared |
| 1954 |
Newport FC |
| 1955 |
Cowes/ Newport shared |
| 1956 |
Newport FC |
| 1957 |
Ryde FC |
| 1958 |
Newport FC |
| 1959 |
Sandown FC |
| 1960 |
Cowes FC |
| 1961 |
Cowes FC |
| 1962 |
East Cowes Vics FC |
| 1963 |
Ryde FC |
| 1964 |
Ryde FC |
| 1965 |
Cowes FC |
| 1966 |
Newport FC |
| 1967 |
Brading FC |
| 1968 |
Newport FC |
| 1969 |
Seaview FC |
| 1970 |
Brading FC |
| 1971 |
Newport FC |
| 1972 |
Newport FC |
| 1973 |
Newport FC |
| 1974 |
Newport FC |
| 1975 |
Newport FC |
| 1976 |
Newport FC |
| 1977 |
Brading FC |
| 1978 |
Newport FC |
| 1979 |
Newport FC |
| 1980 |
East Cowes Vics FC |
| 1981 |
Newport FC |
| 1982 |
East Cowes Vics FC |
| 1983 |
East Cowes Vics FC |
| 1984 |
East Cowes Vics FC |
| 1985 |
East Cowes Vics FC |
| 1986 |
East Cowes Vics FC |
| 1987 |
Newport FC |
| 1988 |
Newport FC |
| 1989 |
East Cowes Vics FC |
| 1990 |
Newport FC |
| 1991 |
Ryde FC |
| 1992 |
Newport F.C. |
| 1993 |
Newport F.C. |
| 1994 |
Newport F.C. |
| 1995 |
Cowes FC |
| 1996 |
Newport F.C. |
| 1997 |
Newport F.C. |
| 1998 |
Newport F.C. |
| 1999 |
Newport F.C. |
| 2000 |
Newport F.C. |
| 2001 |
Oakfield FC |
| 2002 |
Cowes FC |
| 2003 |
Newport F.C. |
| 2004 |
Newport F.C. |
| 2005 |
Newport F.C. |
| 2006 |
Brading Town FC |
| 2007 |
Cowes FC |
| 2008 |
Cowes FC |
| 2009 |
Newport F.C. |
| 2010 |
Brading Town FC. |
| 2011 |
Newport F.C. |
| 2012 |
Cowes Sports FC |
| 2013 |
Newport F.C. |
| 2014 |
Newport F.C. |
| 2015 |
Newport F.C. |
| 2016 |
Newport F.C. |
| 2017 |
Newport F.C. |
| 2018 |
Cowes Sports |
| 2019 |
Newport F.C. |
| 2020 |
Not completed due to
Covid19. |
| 2021 |
Not completed due to
Covid19. |
| 2022 |
Newport F.C. |
| 2023 |
Cowes Sports FC |
| 2024 |
Cowes Sports FC |
