| Year | Format | Winner 1 |
|---|---|---|
| 2022 | Captain | NJ Horwood |
| 2021 | Captain | MC McDonough |
| 2020 | Captain | MC McDonough |
| 2019 | Captain | JS Foster |
| 2018 | Captain | AD Blake |
| 2017 | Captain | JC Evans |
| 2016 | Captain | PJ Tiddy |
| 2015 | Captain | A Bartram |
| 2014 | Captain | IL Bishop |
| 2013 | Captain | AJM Hewson |
| 2012 | Captain | GH Young |
| 2011 | Captain | IK Wright |
| 2010 | Captain | PM Hardy |
| 2009 | Captain | JW Codling |
| 2008 | Captain | LS Russell |
| 2007 | Captain | DF Bowen |
| 2006 | Captain | A Monk |
| 2005 | Captain | JI Bishop |
| 2004 | Captain | V Christofi |
| 2003 | Captain | JWV Parris |
| 2002 | Captain | RJ Cully OBE |
| 2001 | Captain | WR Bostock |
| 2000 | Captain | DL Jackson |
| 1999 | Captain | JB Harvey |
| 1998 | Captain | LJ Montague |
| 1997 | Captain | GJ Henison |
| 1996 | Captain | MD Gray |
| 1995 | Captain | JB Deal |
| 1994 | Captain | DA Mailer |
| 1993 | Captain | P Barnes |
| 1992 | Captain | PC Millard |
| 1991 | Captain | AJ Barnett |
| 1990 | Captain | JC Mangan |
| 1989 | Captain | EE Brett |
| 1988 | Captain | P Dollimore |
| 1987 | Captain | JS Wood |
| 1986 | Captain | WA Dear |
| 1985 | Captain | RHA Rundle |
| 1984 | Captain | LL Mays |
| 1983 | Captain | KJ Hellens |
| 1982 | Captain | JWV Parris |
| 1981 | Captain | JI Sims |
| 1980 | Captain | ER Furness |
| 1979 | Captain | HR Chicken |
| 1978 | Captain | AF Elms |
| 1977 | Captain | EG Lennard |
| 1976 | Captain | JWA Challis |
| 1975 | Captain | WS Bryant |
| 1974 | Captain | FJ Collings |
| 1973 | Captain | GF Davis |
| 1972 | Captain | GH Simpson |
| 1971 | Captain | LR Lowrie |
| 1970 | Captain | NR Field |
| 1969 | Captain | DJ Martin |
| 1968 | Captain | CG Lower |
| 1967 | Captain | VS Bolton |
| 1966 | Captain | AM Nelson |
| 1965 | Captain | RE Davis |
| 1964 | Captain | ETQ Davies |
| 1963 | Captain | C Formston |
| 1962 | Captain | SC Thorley |
| 1961 | Captain | AH Battersby |
| 1960 | Captain | HC Read |
| 1959 | Captain | GM Joslin |
| 1958 | Captain | WG Green |
| 1957 | Captain | AJ Maxwell |
| 1956 | Captain | AJ Maxwell |
| 1955 | Captain | A Newbery |
| 1954 | Captain | AB Sendall |
| 1953 | Captain | DSC Simmonds |
| 1952 | Captain | CDT Deacock |
| 1951 | Captain | GF Gowland |
| 1950 | Captain | DG Piggott |
| 1949 | Captain | D Galloway |
| 1948 | Captain | PB Wise |
| 1947 | Captain | G Arnold |
| 1946 | Captain | G Arnold |
| 1945 | Captain | A Gilbert |
| 1944 | Captain | A Gilbert |
| 1943 | Captain | A Gilbert |
| 1942 | Captain | CCW Turner |
| 1941 | Captain | CCW Turner |
| 1940 | Captain | TA Coats |
| 1939 | Captain | TA Coats |
| 1938 | Captain | TA Coats |
| 1937 | Captain | J Wallace Caine |
| 1936 | Captain | J Wallace Caine |
| 1935 | Captain | G Arnold |
| 1934 | Captain | G Arnold |
| 1933 | Captain | JP Pickford |
| 1932 | Captain | JP Pickford |
| 1931 | Captain | JP Pickford |
| 1930 | Captain | JP Pickford |
| 1929 | Captain | R Ward |
| 1928 | Captain | R Ward |
| 1927 | Captain | W Luther Smith |
| 1926 | Captain | HJ Emerton |
| 1925 | Captain | HJ Emerton |
| 1924 | Captain | HJ Emerton |
| 1923 | Captain | Chester Robin |
| 1922 | Captain | Chester Robin |
| 1921 | Captain | Chester Robin |
| 1920 | Captain | Chester Robin |
| 1919 | Captain | Chester Robin |
| 1918 | Captain | Chester Robin |
| 1917 | Captain | AE Howard |
| 1912 | Captain | F Haycraft |
| 1911 | Captain | F Haycraft |
| 1910 | Captain | FC Dixon |
| 1909 | Captain | FC Dixon |
| 1908 | Captain | WJ Crook |
| 1907 | Captain | WJ Crook |
| 1906 | Captain | WG Scott |
| 1905 | Captain | AC Young |
| 1904 | Captain | HR Ford |
| 1903 | Captain | HR Ford |
| 1902 | Captain | AC Young |
| 1901 | Captain | AC Young |
| 1900 | Captain | AC Young |
| 1899 | Captain | F Porter |
| 1898 | Captain | F Porter |
| 1897 | Captain | A Leslie |
| 1896 | Captain | FH Pyeman |
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