Jack Gascoigne Memorial Trophy
Presented to the club in 1978 by Mrs Gascoigne in memory of her husband one of the first club members. It was originally intended as a Marblehead trophy for an annual Sunday event but there are no known conditions attached to this trophy and its use is at the discretion of the club committee.
Since 2018 the Jack Gascoigne Memorial Trophy has been sailed for by the DF95 Class as a day event.
| Year | Winner | Year | Winner | Year | Winner |
| 1978 | D.Watson | 1979 | C.J.Jeffries | 1980 | D.Watson |
| 1981 | D.J.Easter | 1982 | D.Wilkinson | 1983 | D.Wilkinson |
| 1984 | W.W.Wright | 1985 | D.Watson | 1986 | D.Watson |
| 1987 | A.W.Ford | 1988 | A.W.Ford | 1989 | (no water) |
| 1990 | (no water) | 1991 | N.A.Woodwell | 1992 | T.Baker |
| 1993 | T.Baker | 1994 | I Copsey | 1995 | I Copsey |
| 1996 | N.A.Woodwell | 1997 | N.A.Woodwell | 1998 | I Copsey |
| 1999 | N.A.Woodwell | 2000 | (not awarded) | 2001 | I Copsey |
| 2002 | A.Cross | 2003 | I Copsey | 2004 | ? |
| 2005 | ? | 2006 | John Cavell | 2007 | Martin Houlton |
| 2008 | Martin Houlton | 2009 | Brian Harris | 2010 | Mike Everett |
| 2011 | Martin Houlton | 2012 | ? | 2013 | ? |
| 2014 | Martin Houlton | 2015 | ? | 2016 | Robin Clabburn |
| 2017 | ? | 2018 | John Martin | 2019 | Dick Jobbins |
| 2020 | Not Sailed (covid) | 2021 | Hugh Bates | 2022 | Steve Randall |
| 2023 | John Bennett | 2024 | 2025 | ||
| 2026 | 2027 | 2028 | |||