Presented in 1929 by Harvey A Dixon Esq. JP, to replace a cup presented in 1926 by Colonel Blois Johnson and won outright in 1928 by HJ Dixon. Formerly the season's points trophy for Sunday racing in Emsworth One Designs, however in 1961 the Club EODs were sold, and the Cup was re-allocated and awarded as one of the season's points trophies for general handicap racing. From 1979 to 1984 it was presented to the winner of the first half season series. Since 1984 there have been three long series in the season and this cup has been awarded for the second series.
| Year | Helm | Crew | Class | Sail number | Boat name |
| 1929 | HJ Dixon | ||||
| 1930 | Mrs Glanville | ||||
| 1931 | G Secombe | ||||
| 1932 | Miss D Lavertine | ||||
| 1933 | HJ Dixon | ||||
| 1934 | Miss YP Watson | ||||
| 1935 | Miss YP Watson | ||||
| 1936 | Miss D Lavertine | ||||
| 1937 | Miss YP Watson | ||||
| 1938 | Miss YP Watson | ||||
| 1939 | Miss YP Watson | ||||
| 1946 | Miss YP Watson | ||||
| 1947 | AJ Wheeler | ||||
| 1948 | Mrs EM Reese | ||||
| 1949 | CP Mills | ||||
| 1950 | AJ Wheeler | ||||
| 1951 | AJ Wheeler | ||||
| 1952 | EJ Bailey | ||||
| 1953 | JE Langdon | ||||
| 1954 | EJ Bailey | ||||
| 1955 | BM Harris | ||||
| 1956 | AJ Wheeler | ||||
| 1957 | BM Harris | ||||
| 1958 | PR Johnson | ||||
| 1959 | EJ Bailey | ||||
| 1960 | PR Johnson | ||||
| 1961 | AB Cole | ||||
| 1962 | Not sailed | ||||
| 1963 | Not sailed | ||||
| 1964 | JWF Briggs | Leader | 67 | Wowiegos | |
| 1964 | HR Kindersley | Enterprise | 4454 | Flying Fish | |
| 1965 | P Gaunce | 505 | 1734 | Lotus Eater | |
| 1966 | ANR Stannah | 505 | 2429 | Mr Magoo | |
| 1967 | AE Monk | Wayfarer | 968 | Spinaway | |
| 1968 | MJ Enderby | 505 | 1904 | Edelweiss | |
| 1969 | AE Monk | Wayfarer | 968 | Spinaway | |
| 1970 | MK Simpkin | Enterprise | 4337 | Aquaphobia | |
| 1971 | AE Monk | Wayfarer | 968 | Spinaway | |
| 1972 | JS Gough | 420 | 15247 | Aquagem | |
| 1973 | JS Steels | Solo | 564 | Focus | |
| 1974 | JS Steels | Solo | 1658 | Snoopy | |
| 1975 | JS Steels | Solo | 1993 | Mayday | |
| 1976 | GA Smith | Wayfarer | 2688 | Pearl Fisher | |
| 1977 | Mike Powell | Laser | 41311 | Delicious II | |
| 1978 | FNM Pusinelli | Solo | 1312 | Noloa | |
| 1979 | FNM Pusinelli | Solo | 3173 | Nosloa | |
| 1980 | Jonathan Townsend | Wayfarer | 6288 | Devon Pickle | |
| 1981 | FNM Pusinelli | Solo | 3173 | Nosloa | |
| 1982 | Mike Powell | Laser | 88669 | Konstabel Els | |
| 1983 | Jonathan Townsend | Wayfarer | 6288 | Devon Pickle | |
| 1984 | HGR Walker | Solo | 3166 | Go | |
| 1985 | Chris Treagust | Laser | 7297 | Imalone | |
| 1986 | FNM Pusinelli | Solo | 3173 | Nosloa | |
| 1987 | RA Johnson | Laser | 78431 | Freedom | |
| 1988 | Joe Burnie | Laser | 130523 | Samedi | |
| 1989 | CE Taylor | Laser | 10288 | Wave Graffiti | |
| 1990 | Neil Mant | Laser | 122263 | ||
| 1991 | CE Taylor | Laser | 10288 | Wave Graffiti | |
| 1992 | Tim Weeden | Wayfarer | 6647 | ||
| 1993 | Tim Weeden | Wayfarer | 6647 | ||
| 1994 | Geoff Palmer | Laser | 144917 | ||
| 1995 | Tim Weeden | Mel Millar | RS400 | 415 | |
| 1996 | John Davis | ||||
| 1997 | John Davis | V Davis | Wayfarer | 981 | |
| 1998 | Tim Weeden | Mel Millar | RS400 | 415 | |
| 1999 | Neil Mant | Cath Mant | Buzz | 557 | Henry the Wasp |
| 2000 | Chris Treagust | Laser Radial | 169989 | ||
| 2001 | Anthony Reeves | Laser | |||
| 2002 | Neil Mant | Cath Mant | Buzz | 557 | Henry the Wasp |
| 2003 | R MacKenzie | Laser 4000 | 4144 | ||
| 2004 | Not sailed | ||||
| 2005 | Tom Tredray | Laser | 173302 | ||
| 2006 | Tom Tredray | Laser | 173302 | ||
| 2007 | Simon Pettit | Finn | 573 | ||
| 2008 | Simon Pettit | Finn | 573 | ||
| 2009 | Not sailed | ||||
| 2010 | Adam Pearson | Laser | |||
| 2011 | Neil Mant | Laser | |||
| 2012 | Jonathan Townsend | Barbara Langford | Merlin Rocket | ||
| 2013 | Jonathan Townsend | Barbara Langford | Merlin Rocket | ||
| 2014 | Max Jones | Laser | |||
| 2015 | David Patterson | Contender | 693 | ||
| 2016 | David Patterson | Contender | 693 | ||
| 2017 | David Patterson | Contender | 693 | ||
| 2018 | Patrick Bonner | Laser Radial | |||
| 2019 | John Derbyshire | RS Aero 7 | |||
| 2020 | Not sailed - COVID-19 | ||||
| 2021 |