| Year | Helm | Crew | Boat | Boat Name | Event | Venue | Entries |
| 2027 | |||||||
| 2026 | Shoreham SC | ||||||
| 2025 | Nathan Batchelor | Simon Pascoe | 2168 | Nationals | Royal Torbay YC | 19 | |
| 2024 | Michael McNamara | Harry Chatterton | 2109 | Rhythm Stick | Nationals | Dachicks SC | 16 |
| 2023 | Terry Curtis | Gavin Poulion | 2093 | That Waspy Thing | Nationals | Mumbles YC | 17 |
| 2022 | Michael McNamara | Harry Chatterton | 2109 | Rhythm Stick | Nationals | Weymouth SC | 17 |
| 2021 | David Conlon | Ed Gibbons | 2163 | Rhythm Stick | Europeans | Brightlingsea SC | 16 |
| 2019 | Michael McNamara | Harry Chatterton | 2109 | Rhythm Stick | Nationals | Stone SC | 23 |
| 2018 | Dick Garry | Sam Woolner | 2154 | Mr Wiggly | Europeans | Thorpe Bay YC | 30 |
| 2017 | Dave Jones | Mark Hogan | 2131 | Nationals | Colwyn Bay | 20 | |
| 2016 | Michael McNamara | Tim Riley | 2109 | Rhythm Stick | Europeans | Herne Bay SC | 23 |
| 2015 | Rob Larke | Nic Barnes | 2140 | The Sting II | Nationals | Brixham YC | 22 |
| 2014 | Will McGrath | Sam Woolner | 2108 | Europeans | Royal Torbay YC | 22 | |
| 2013 | Michael McNamara | Tim Riley | 2109 | Rhythm Stick | Nationals | Brightlingsea SC | 20 |
| 2012 | Dick Garry | Matt McGrath | 2154 | Mr Wiggly | Europeans | Brixham YC | 28 |
| 2011 | Dave Edge | Martin Arnison | 2183 | Nationals | Netley SC | 19 | |
| 2010 | Dick Garry | James Beer | 2154 | Mr Wiggly | Europeans | Sandwich SWSC | 18 |
| 2009 | Peter Bennett | John Shelton | 2179? | Nationals | Herne Bay SC | 16 | |
| 2008 | Mike Hart | Duncan West | 2155 | Stone SC | 32 | ||
| 2007 | Dick Garry | Matt McGrath | 2154 | Mr Wiggly | Royal Torbay YC | 22 | |
| 2006 | Michael McNamara | Tim Riley | 2109 | Rhythm Stick | Sandwich SWSC | 30 | |
| 2005 | Michael McNamara | Tim Riley | 2109 | Rhythm Stick | Dale | 21 | |
| 2004 | Jon Williams | Julia Hoyle | 2132 | Seamen Staines | Teignmouth | 34 | |
| 2003 | Rob Larke | Nic Barnes | 2179 | Lowestoft | 36 | ||
| 2002 | Tony Taylor | Corin Westley | 2115 | Europeans | Penzance SC | 47 | |
| 2001 | Dave Jones | Mark Hogan | 2126 | Smeggie | Thorpe Bay YC | 50 | |
| 2000 | Dave Jones | Mark Hogan | 2126 | Smeggie | Europeans | Pwhelli SC | 30 |
| 1999 | Dave Jones | Mark Hogan | 2126 | Smeggie | Nationals | Tenby SC | |
| 1998 | Chris Hogan | Tim Hall | 2126 | Smeggie | Europeans | Rock SC | |
| 1997 | Michael McNamara | S. Thompson | 2109 | Rhythm Stick | Nationals | Royal Torbay TC | |
| 1996 | Chris Hogan | Nick Wymer | 2115 | Nationals | Stone SC | ||
| 1995 | Rob Larke | Caroline Barnett | 2160 | Unfinished Business | Europeans | Pwhelli SC | |
| 1995 | Jamie Lea | 2109 | Rhythm Stick | Spring | Minnis Bay SC | ||
| 1994 | Chris Bines | Tim Bees | 2157 | Highcliffe SC | |||
| 1994 | Michael McNamara | ? | 2109 | Rhythm Stick | Mayflower SC | ||
| 1993 | Mark Hazelwood | Dave Stone | 2161 | Naarden YC | |||
| 1993 | Brightlingsea SC? | ||||||
| 1992 | Chris Bines | ? | 2157 | Worlds | Looe | ||
| 1992 | Nationals | ||||||
| 1991 | Channory | ||||||
| 1990 | Nationals | Warsash | |||||
| 1990 | Roger Kelleway | Gareth Hardwick | 2058 | Swiss Cottage Manouerves | Worlds | Fishguard | |
| 1989 | Nationals | Downs SC | |||||
| 1989 | Chris Bines | Worlds | Hellevoetsluis | ||||
| 1988 | Looe | ||||||
| 1987 | Chris Bines? | Brightlingsea | |||||
| 1986 | Tim Rush | 2090 | Solution | Downs SC | |||
| 1985 | Michael McNamara | Nick Evans? | 2109 | Rhythm Stick | Babbacombe | ||
| 1984 | |||||||
| 1983 | |||||||
| 1982 | |||||||
| 1981 | |||||||
| 1980 | Gordon Lucas | John Gardiner | Worlds :Perth, Australia | ||||
| 1980 | Malcolm Goodwin | Ian Newman | Rebound | Europeans | Cramond | ||
| 1980 | Jeremey Newman | Ian Newman | 2090 | Solution | Nationals | Fishguard | |
| 1979 | |||||||
| 1978 | Brett Dingwall | Doug McMillan | 2004 | Nationals, Mayflower SC | |||
| 1977 | |||||||
| 1976 | |||||||
| 1975 | |||||||
| 1974 | |||||||
| 1973 | Malcolm Goodwin | Europeans | Cramond | ||||
| 1972 | Malcolm Goodwin | Julian Lord | 1782 | Revolution | Worlds | Sussex Y C | |
| 1972 | Dave Derry | Brian Elvy | 1136 | Dollybox | Europeans | Fecamp, France | |
| 1972 | M Martin | J Buitenkamp | 1466 | Hotrod | Nationals | Burnham-on-Crouch | |
| 1971 | Leon Wrobel | Edward Pietrucha | 1346 | Kafi | Worlds | Lake Solina, Poland | |
| 1971 | Dave Derry | John Hollingsworth | 945 | Mojo | Europeans | Enkhuizen, Holland | |
| 1971 | Ian Gray | John Hollingsworth | 945 | Mojo | Nationals | Plymouth | |
| 1970 | Colin McKenzie | Bob Fisher | 1626 | Play it to the Rules | Worlds | Royal Freshwater Bay Y. C, Perth, Australia | |
| 1970 | Ian Gray | John Hollingsworth | 945 | Mojo | Europeans | Hayling Island S C | |
| 1970 | M Martin | Jan Buitenkamp | 1466 | Hotrod | Nationals | Thorpe Bay Y. C. | |
| 1969 | Sid Lodge | John Bolton | 541 | Atlanta | Worlds | Hayling Island S C | |
| 1969 | Z Kania | K Fick | 1346 | Kafi | Europeans | Braasemermeer, Holland | |
| 1969 | Colin McKenzie | Bob Fisher | 1466 | Swashbuckler 11 | Nationals | Herne Bay S. C. | |
| 1968 | Doug Bishop | David G Rayment | 945 | Mojo | Worlds | La Baule, France | |
| 1968 | Doug Bishop | David G Rayment | 945 | Mojo | Nationals | Brightlinsea S.C. | |
| 1967 | Doug Bishop | David G Rayment | 945 | Mojo | Worlds | Muiden, Holland | |
| 1967 | Douglas J Bishop | David G Rayment | 945 | Mojo | Nationals | Whistable Y.C. | |
| 1966 | Terry G Wade | Bob Fisher | 1049 | Glass Boots | Worlds | Zegrze, Poland | |
| 1966 | Colin McKenzie | G Westbrook | 931 | Windstar | Nationals | Sussex Y C | |
| 1965 | Mike Derry | Bill Barnes | 1055 | Pair of Wot? | Worlds | Hayling Island S C | |
| 1965 | Mike Patten | Bob Fisher | 1085 | Lazy Jack | Nationals | Colwyn Bay | |
| 1964 | Reg White | John Osborn | 1003 | Squander Bug | Worlds | Loch Earn S.C., Scotland | |
| 1964 | Tony Allen | David Derry | 914 | Take Over | Nationals | Gurnard Sailing Club | |
| 1963 | C C ‘Kit’ Hobday | John Oddie | 745 | Idle Jack | Worlds | Morcombe and Heysham Y.C. | |
| 1963 | Jean Berger | Emi Berger | 753 | Woof 11 | Nationals | Brixham Yacht Club | |
| 1962 | C C ‘Kit’ Hobday | John Oddie | 745 | Idle Jack | Worlds | Royal Netherlands Y.C., Muiden, Holland | |
| 1962 | Mike Patten | Barry Kennedy | 745 | Idle Jack | Nationals | Topsham S. C. | |
| 1962 | John Waddington | Doreen Waddington | 683 | Skylark | |||
| 1961 | A Clifford | Peter Goodfellow | 596 | Handy Andy | Worlds | Herne Bay S. C. | |
| 1961 | John S Partridge | Bob Fisher | 678 | Tartarus | Nationals | Royal Windermere Y.C. | |
| 1960 | T. M. Wheeler | Tony Morgan | 553 | Starline | Worlds | Copenhagen Amateur Sailing Club, Denmark | |
| 1960 | Keith Musto | Tony Morgan | 553 | Starline | Nationals | Whistable Y.C. | |
| 1959 | Beacher Moore | Barbara Moore | 303 | Lunkabunk | Worlds | R.C.Y.C. | |
| 1959 | Dr Brian Walker | Mary Walker | 444 | Satyr | Nationals | Hayling Island S C | |
| 1958 | John S Partridge | Bob Fisher | 478 | Tantalus | Worlds | Thorpe Bay Y. C. | |
| 1958 | R Pitcher | Jennifer Pitcher | 513 | Lemonhart | Nationals | R.C.Y.C. | |
| 1957 | Trevor Greenslade | Roy Coombs | 297 | Scorcher | Worlds | Edinburgh | |
| 1957 | P Windibank | Virginia Windibank | 303 | Lunkabunk | Nationals | Poole | |
| 1956 | Trevor Greenslade | Roy Coombs | 297 | Scorcher | Worlds | Falmouth Y C | |
| 1956 | D Gulland | J Clark | 154 | Khamsin | Nationals | Hayling Island S C | |
| 1955 | M H Corbin | T Harper | 206 | Ghost | Worlds | Gurnard Sailing Club | |
| 1954 | Oliver Lee | Brian Fisher | 174 | Jack Sprat | Worlds | R.C.Y.C. | |
| 1954 | Beacher Moore | Barbara Moore | 160 | Flying Cloud | |||
| 1953 | Beacher Moore | Barbara Moore | 160 | Flying Cloud | Worlds | Hayling Island S C | |
| 1952 | R Pitcher | M Rubens | 13 | Jackstraw | Worlds | R.C.Y.C. |