| Year | Location | Name | Country |
| 2010 | Punta Ala (Italy) | Martinetti, Jonathan |  ECUADOR |
| 2009 | Bahamas | Loring, David |  UNITED STATES |
| 2008 | Ridgeway (Canada) | Foerster, Paul | UNITED STATES |
| 2007 | Brant Beach (USA) | Mera, Sebastian |  DOMINICAN REPUBLIC |
| 2006 | Charleston (USA) | Loring, David | UNITED STATES |
| 2005 | Schoelcher (Martinique) | Gonzales, Lucas |  ARGENTINA |
| 2004 | Hyannis (USA) | Cordero, Eduardo |  VENEZUELA |
| 2003 | St. Maarten | Smith, Malcolm |  BERMUDA |
| 2002 | Houston (USA) | Cordero, Eduardo | VENEZUELA |
| 2001 | Colonna (Antiqua) | Cordero, Eduardo | VENEZUELA |
| 2000 | Sarasota (USA) | Cordero, Eduardo | VENEZUELA |
| 1999 | Ponce (Puerto Rico) | Cordero, Eduardo | VENEZUELA |
| 1998 | Sayville (USA) | Smith, Malcolm | BERMUDA |
| 1997 | Cartagena de India (Colombia) | Cordero, Eduardo | VENEZUELA |
| 1996 | Boca China (Dominicaanse republiek) | Cordero, Eduardo | VENEZUELA |
| 1995 | Abaco (Bahamas) | Loring, David | UNITED STATES |
| 1994 | Hamilton (Bermuda) | Smith, Malcolm | BERMUDA |
| 1993 | Virgin Gorda (Virgin Islands) | Cordero, Eduardo | VENEZUELA |
| 1992 | Houston (USA) | Patin, Paul-Jon | UNITED STATES |
| 1991 | Willemstad (Curacao) | Smeulders, Stephan |  NETHERLANDS ANTILLES |
| 1989 | Orlando (USA) | Kyle, Scott | UNITED STATES |
| 1988 | Bahamas | Martinborough, Donald |  BAHAMAS |
| 1987 | Oranjestad (Aruba) | Sutphen, Bruce | UNITED STATES |
| 1986 | Barrington (USA) | Kyle, Scott | UNITED STATES |
| 1985 | Italie | Martinborough, Donald | BAHAMAS |
| 1984 | Canada | Pimental, Andy | UNITED STATES |
| 1983 | Colombia | Martinborough, Donald | BAHAMAS |
| 1982 | San Fransico | Kostecki, John | UNITED STATES |
| 1981 | Italie | Chapin, Dave | UNITED STATES |
| 1980 | Oranjestad (Aruba) | Aanholt, Cor van | NETHERLANDS ANTILLES |
| 1979 | Nederland | Chapin, Dave | UNITED STATES |
| 1978 | Puerto Rico | Fries, Derrick | UNITED STATES |
| 1977 | Bahamas | Siegenthaler, Pierre | BAHAMAS |
| 1976 | Venezuela | Fendler, Paul | UNITED STATES |
| 1975 | Miami | Fries, Derrick | UNITED STATES |
| 1973 | Martinique | Siegenthaler, Pierre | BAHAMAS |
| 1972 | Bermuda | Bowles, Bob | UNITED STATES |
| 1971 | Venezuela | Moore, Ted | UNITED STATES |
| 1970 | St. Thomas | Hoyt, Garry | UNITED STATES |
