Presented in 1967 by the UK FD Section, the Trophy is designed in two halves for helmsman and crew.
The Challenge Trophy is awarded every year to the first helmsman classified overall in the World Championship and passes to the new winner each year.
| Year | Winner Helm | Winner Crew | Nationality | Place |
|---|---|---|---|---|
| 1967 | John Oakley | David Hunt | Great Britain | |
| 1968 | ||||
| 1969 | Rodney Pattisson | Ian McDonald Smith | Great Britain | |
| 1970 | Rodney Pattisson | Ian McDonald Smith | Great Britain | |
| 1971 | Rodney Pattisson | J. Brook Houghton | Great Britain | |
| 1972 | ||||
| 1973 | Hans Fogh | Evert Bastet | Canada | |
| 1974 | Ilja Wolf | Bernd Klenke | East Germany | |
| 1975 | Yves Pajot | Marc Pajot | France | |
| 1976 | ||||
| 1977 | Jorg Hotz | Andre Nicolet | Switzerland | |
| 1978 | Albert Batzill | Rudi Batzill | Germany | |
| 1979 | Marc Bouet | Thierry Poirey | France | |
| 1980 | Terry McLaughylin | Evert Bastet | Canada | |
| 1981 | Albert Batzill | Rudi Batzill | Germany | |
| 1982 | Anton Schwartz | Peter Froeschel | Germany | |
| 1983 | Jonathan McKee | Carl Buchan | United States of America | |
| 1984 | ||||
| 1985 | Albert Batzill | Klaus Wende | Germany | |
| 1986 | Jorge Diesch | Ekke Diesch | Germany | |
| 1987 | Luis Doreste | Andor Serra | Spain | |
| 1988 | Jørgen Bojsen-Møller | Christian Gronborg | Denmark | |
| 1989 | Albert Batzill | Peter Lang | Germany | |
| 1990 | Jørgen Bojsen-Møller | Jens Bojsen-Møller | Denmark | |
| 1991 | Paul Foerster | Steve Bourdow | United States of America | |
| 1992 | Paul Foerster | Steve Bourdow | United States of America | |
| 1993 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Travemunde (GER) |
| 1994 | Szabolcs Majthenyi | Andras Domokos | Hungary | Adelaide (AUS) |
| 1995 | Ian McCrossin | James Cook | Australia | Torbole - Garda Lake (ITA |
| 1996 | Ulf Lehmann | Stefan Madicke | Germany | Balatonfoldvar (HUN) |
| 1997 | Ian McCrossin | James Cook | Australia | St. Petersburgh - FL (USA) |
| 1998 | Enno Kramer | Hein Dijksterhuis | Netherlands | Den Oever (NED) |
| 1999 | Jorgen Schonherr | Jacob Bojsen-Møller | Denmark | Lee on the Solent (GBR) |
| 2000 | Ian McCrossin | James Cook | Australia | Durban (RSA) |
| 2001 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Gillelejie (DEN) |
| 2002 | Szabolcs Majthenyi | Andras Domokos | Hungary | Tavira - Algarve (POR) |
| 2003 | Szabolcs Majthenyi | Andras Domokos | Hungary | Melbourne (AUS) |
| 2004 | Szabolcs Majthenyi | Andras Domokos | Hungary | Warnemunde (GER) |
| 2005 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Balatonfoldvar (HUN) |
| 2006 | Szabolcs Majthenyi | Andras Domokos | Hungary | St. Petersburgh - FL (USA) |
| 2007 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Mar Menor - Murcia (ESP) |
| 2008 | Szabolcs Majthenyi | Andras Domokos | Hungary | Napier (NZL) |
| 2009 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Medemblick (NED) |
| 2010 | Szabolcs Majthenyi | Andras Domokos | Hungary | Costanta (ROU |
| 2011 | Szabolcs Majthenyi | Andras Domokos | Hungary | Malcesine (ITA) |
| 2012 | Szabolcs Majthenyi | Andras Domokos | Hungary | Santa Cruz (USA) |
| 2013 | Enno Kramer | Ard Geelkerken | Netherland | Balatonföldvár (HUN) |
| 2014 | Szabolcs Majthenyi | Andras Domokos | Hungary | Largs (GBR) |
| 2015 | Szabolcs Majthenyi | Andras Domokos | Hungary | Sydney (AUS) |
| 2016 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Steinhude (GER) |
| 2017 | Szabolcs Majthenyi | Andras Domokos | Hungary | Scarlino (ITA) |
| 2018 | Jørgen Bojsen-Møller | Jacob Bojsen-Møller | Denmark | Medemblick (NED) |
| 2019 | Szabolcs Majthenyi | Andras Domokos | Hungary | Nelson (NZL) |
| 2020 | no Worlds due to covid | |||
| 2021 | Szabolcs Majthenyi | Andras Domokos | Hungary | Altea (Spain) |
| 2022 | Kay-Uwe Lüdtke | Kai Schäfers | Germany | Campione (ITA) |