Endeavour Cup
The Household Brigade presented a cup in 1938 for a team race in Emsworth One Designs against teams from other Sailing Clubs in Chichester Harbour. This competition lapsed in 1959. In 1969 the cup was re-allocated as the trophy for a general handicap race for senior helms who have never won a trophy for sailing.
| Year | Helm | Crew | Class | Sail number | Boat name |
| 1938 | Emsworth SC | ||||
| 1946 | Emsworth SC | ||||
| 1948 | Langstone SC | ||||
| 1949 | Emsworth SC | ||||
| 1950 | Not sailed | ||||
| 1951 | Langstone SC | ||||
| 1952 | Hayling Island SC | ||||
| 1953 | Itchenor SC | ||||
| 1954 | Mengeham Rythe SC | ||||
| 1955 | Dell Quay SC | ||||
| 1956 | Emsworth SC | ||||
| 1957 | Emsworth SC | ||||
| 1958 | Emsworth SC | ||||
| 1959 | Dell Quay SC | ||||
| 1959 | -- Inter-Club Team competition lapsed -- | ||||
| 1969 | -- Re-designated as a trophy for a general handicap race for senior helms who have never won a trophy for sailing, either as a helm or crew -- | ||||
| 1969 | DG Harvey | Wayfarer | 1067 | HiFi | |
| 1970 | M Wingham | Kestrel | 749 | Mikara | |
| 1971 | GM Lewis | Wayfarer | 74 | Eliza | |
| 1972 | A Jenkins | Albacore | 1439 | HippoKampus | |
| 1973 | RG Burnett | Solo | 1316 | Sea Devil | |
| 1974 | SAW Becker | Laser | 3199 | Mr Micawber | |
| 1975 | Bernard Jay | Wayfarer | 2875 | Scarab | |
| 1976 | PJT Millen | Albacore | 832 | Slug | |
| 1977 | DC Francis | Kestrel | 791 | Avanti | |
| 1978 | RP Burdett | Solo | 2000 | Cadenza | |
| 1979 | NJ Cam | Wayfarer | 7174 | Whirwel | |
| 1980 | SJ Pettit | Laser | 83064 | Lasepplin | |
| 1981 | Roger Bleasby | Solo | 3014 | Windsprite | |
| 1982 | A Rump | Mirror | 7377 | Tadpole | |
| 1983 | PK Forster | Laser | 59776 | Imp | |
| 1984 | CT Shaw | GP14 | 9501 | Defiant | |
| 1985 | WL Jones | GP14 | 5022 | Old Blue | |
| 1986 | RT Groom | Laser II | 2038 | Overdraft | |
| 1987 | Joe Burnie | Laser II | 6181 | Two's Trouble | |
| 1988 | Tim Weeden | Laser | 61109 | ||
| 1989 | CE Taylor | Laser | 10288 | Wave Graffiti | |
| 1990 | Anthony Reeves | Laser | 138279 | New Jack | |
| 1991 | Phil Mant | Laser | 142208 | Holy Smoke | |
| 1992 | Phil Mant | Laser | 142208 | Holy Smoke | |
| 1993 | MA Braidley | Laser II | 8017 | No Rill Rall | |
| 1994 | Tim Weeden | Mel Millar | RS400 | 415 | |
| 1995 | Trevor Newley | Wayfarer | 998 | ||
| 1996 | John Davis | ||||
| 1997 | John Davis | Wayfarer | 981 | ||
| 1998 | Neil Mant | Cath Mant | Buzz | 517 | Henry the Wasp |
| 1999 | Neil Mant | Cath Mant | Buzz | 517 | Henry the Wasp |
| 2000 | Not sailed | ||||
| 2001 | Anthony Reeves | Laser | |||
| 2002 | Simon Townsend | Annie Porter | RS400 | ||
| 2003 | Anthony Reeves | Laser | 171871 | ||
| 2004 | Alex Johnson | Angela Johnson | RS400 | ||
| 2005 | Jonathan Townsend | Anthony Reeves | Osprey | 959 | |
| 2006 | Not sailed | ||||
| 2007 | Mark Rushall | Laser 4000 | 4590 | ||
| 2008 | Trevor Newley | Giles Bowman | Wayfarer | 998 | |
| 2009 | Dave Acres | RS300 | |||
| 2010 | Alex Johnson | Angela Johnson | RS400 | ||
| 2011 | Ruth Allan | Tess Allan | 29er | ||
| 2012 | Liz Stewart | Bridget Juniper | 2000 | ||
| 2013 | Chris Treagust | Laser | |||
| 2014 | Bob Stevens | Debra Purdey | 2000 | ||
| 2015 | Lester Korzilius | Laser | |||
| 2016 | Julian Sutherland | Iain Cosens | Xenon | ||
| 2017 | Paul Bennett | Laser | |||
| 2018 | Gareth Tweedle | Laser | |||
| 2019 | Ben Millard | RS Aero 7 | |||
| 2020 | Not sailed - COVID-19 | ||||
| 2021 | |||||