Isle of Wight Senior Cup
The Senior Gold Cup is the current county cup for the Isle of Wight. It is administered by the Isle of Wight Divisional Football Association. According to the current rules of the competition, it is open to only island clubs and, where applicable, their reserve teams. The current holders are Cowes Sports who play in the Wessex League Premier Division.History
The Senior Gold Cup was first contested in 1945. The most successful club in the competition's history is Newport who have won the cup on 39 occasions.Winners
Clubs shown in bold indicate their last win and the number in the brackets indicates the number of wins at that time.
| Season | Winners |
| 2018 | Cowes Sports |
| 2017 | Newport |
| 2016 | Newport |
| 2015 | Newport |
| 2014 | Newport |
| 2013 | Newport |
| 2012 | Cowes Sports |
| 2011 | Newport |
| 2010 | Brading Town |
| 2009 | Newport |
| 2008 | Cowes Sports |
| 2007 | Cowes Sports |
| 2006 | Brading Town |
| 2005 | Newport |
| 2004 | Newport |
| 2003 | Newport |
| 2002 | Cowes Sports |
| 2001 | Oakfield FC |
| 2000 | Newport |
| 1999 | Newport |
| 1998 | Newport |
| 1997 | Newport |
| 1996 | Newport |
| Season | Winners |
| 1995 | Cowes Sports |
| 1994 | Newport |
| 1993 | Newport |
| 1992 | Newport |
| 1991 | Ryde |
| 1990 | Newport |
| 1989 | East Cowes Vics |
| 1988 | Newport |
| 1987 | Newport |
| 1986 | East Cowes Vics |
| 1985 | East Cowes Vics |
| 1984 | East Cowes Vics |
| 1983 | East Cowes Vics |
| 1982 | East Cowes Vics |
| 1981 | Newport |
| 1980 | East Cowes Vics |
| 1979 | Newport |
| Season | Winners |
| 1978 | Newport |
| 1977 | Brading |
| 1976 | Newport |
| 1975 | Newport |
| 1974 | Newport |
| 1973 | Newport |
| 1972 | Newport |
| 1971 | Newport |
| 1970 | Brading |
| 1969 | Seaview |
| 1968 | Newport |
| 1967 | Brading |
| 1966 | Newport |
| 1965 | Cowes |
| 1964 | Ryde |
| 1963 | Ryde |
| 1962 | East Cowes Vics |
| Season | Winners |
| 1961 | Cowes |
| 1960 | Cowes |
| 1959 | Sandown |
| 1958 | Newport |
| 1957 | Ryde |
| 1956 | Newport |
| 1955 | Cowes |
| 1954 | Newport |
| 1953 | Newport & Cowes |
| 1952 | Cowes |
| 1951 | Cowes |
| 1950 | Ryde |
| 1949 | Newport |
| 1948 | Ryde |
| 1947 | Newport |
| 1946 | Newport |
| 1945 | Newport |
