Shanklin Hospital Regatta Challenge Cup
Presented by Shanklin Conservative Club 1947. AKA Conservative Challenge Cup.
| Year | 1st | 2nd | 3rd |
| 1947 | George Revill | ||
| 1949 | Vic Simons | ||
| 1950 | George Revill | ||
| 1951 | Edward Austin | ||
| 1952 | Les Holmberg | ||
| 1953 | Les Holmberg | ||
| 1954 | Les Holmberg | ||
| 1955 | J Preston | ||
| 1956 | George Revill | ||
| 1957 | Edward Austin | ||
| 1958 | David Green | ||
| 1959 | Les Holmberg | ||
| 1960 | Herbert Fleming | ||
| 1961 | Les Holmberg | ||
| 1962 | Les Holmberg | ||
| 1963 | Edward Austin | ||
| 1964 | Peter Beardsall | ||
| 1967 | G Hull | ||
| 1969 | S McAlister | ||
| 1971 | A O'Grady | ||
| 1972 | Keith Newnham | ||
| 1974 | Keith Newnham | ||
| 1975 | Keith Newnham | ||
| 1976 | M Robinson | ||
| 1977 | David Pritchard | ||
| 1978 | David Eldridge | ||
| 1979 | M Teague | ||
| 1980 | Steve Tanner | ||
| 1981 | Steve Tanner | ||
| 1982 | Steve Tanner | ||
| 1983 | J King | ||
| 1984 | Bob Milton | ||
| 1985 | G Leather | ||
| 1986 | Bob Milton | ||
| 1987 | J G Abery | ||
| 1988 | G Ruth | ||
| 1989 | M Bolwell | ||
| 1990 | Bob Milton | ||
| 1991 | G Leather | ||
| 1992 | Gary Knight | ||
| 1993 | Gary Knight | ||
| 1997 | Tom Gifford | ||
| 1998 | Erling Holmberg | ||
| 2000 | Erling Holmberg | ||
| 2002 | Paul Tanner | ||
| 2003 | Geoff Howlett | ||
| 2004 | Keith Newnham | ||
| 2005 | Geoff Howlett | ||
| 2006 | Erling Holmberg | Geoff Howlett | Keith Newnham |
| 2007 | Erling Holmberg | Geoff Howlett | Keith Newnham |
| 2008 | Keith Newnham | Erling Holmberg | John Shenton |
| 2009 | Geoff Howlett | T Sayer | M Scott |
| 2010 | Erling Holmberg | Geoff Howlett | Paul Grattage |
| 2011 | Sean McKenna (Daisy McKenna) |
Liam Thom | Paul Grattage |
| 2012 | Sean McKenna (Sophia McKenna) |
D Wright (Joe Hawkins) |
Simon Giles (Henry Giles) |
| 2013 | Liam Thom | Stuart Pierce | Bob Marks |
| 2014 | Liam Thom | Stuart Pierce | Erling Holmberg |
| 2015 | Mark Pritchard | John Shenton | Liam Thom |
| 2016 | Liam Thom | Simon Giles | Stuart Pierce |
| 2017 | Liam Thom | Mark Pritchard | Stuart Dyer |
| 2018 | Simon Giles | Liam Thom | Stuart Pierce |
| 2019 | Sean McKenna | Simon Giles | Mark Pritchard |
| 2020 | Liam Thom | Stuart Pierce | Sean McKennna |
| 2021 | Sean McKenna | Mark Pritchard | Bob Baker |
| 2023 | Yvonne Pike | Stuart Pierce | Mark Pritchard |
| 2024 | Sean McKenna | Simon Giles | Stuart Pierce |
