This Challenge Trophy is awarded every year to the first helmsman and crew classified in the World Championship, best result without discard , and passes to the new winner each year.
| Year | Winner Helm | Winner Crew | Nationality | Place |
|---|---|---|---|---|
| 1969 | Rodney Pattisson | Ian McDonald Smith | Great Britain | |
| 1970 | Rodney Pattisson | Ian McDonald Smith | Great Britain | |
| 1971 | Jock Bilger | Murray Ross | New Zealand | |
| 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 | Jorg Diesch | Ekke Diesch | 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 | Jorg Diesch | Ekke Diesch | Germany | |
| 1984 | Albert Batzill | Klaus Wende | Germany | |
| 1985 | Jorg Diesch | Ekke Diesch | Germany | |
| 1986 | Albert Batzill | Klaus Wende | Germany | |
| 1987 | Luis Doreste | Andor Serra | Spain | |
| 1988 | Jørgen Bojsen-Møller | Christian Gronborg | Denmark | |
| 1989 | Albert Batzill | Peter Lang | Germany | |
| 1990 | Thierry Berger | Vincent Berger | France | |
| 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 |