1927 | | Augusto de Carvalho (PRT) | Carcavelos |
1928 1930 | No race |
1931 | | José Maria Nicolau (PRT) | Benfica |
1932 | | Alfredo Trindade (PRT) | Rio de Janeiro |
1933 | | Alfredo Trindade (PRT) | Sporting |
1934 | | José Maria Nicolau (PRT) | Benfica |
1935 | | César Luís (PRT) | Leões do Alentejo |
1936 1937 | No race |
1938 | | José Albuquerque (PRT) | Campo de Ourique |
1939 | | Joaquim Fernandes (PRT) | CUF |
1940 | | José Albuquerque (PRT) | Sporting |
1941 | | Francisco Inácio (PRT) | Sporting |
1942– 1945 | No race due to World War II |
1946 | | José Martins (PRT) | Iluminante |
1947 | | José Martins (PRT) | Benfica |
1948 | | Fernando Moreira (PRT) | FC Porto |
1949 | | Dias dos Santos (PRT) | FC Porto |
1950 | | Dias dos Santos (PRT) | FC Porto |
1951 | | Alves Barbosa (PRT) | Sangalhos |
1952 | | Moreira de Sá (PRT) | FC Porto |
1953 | No race |
1954 | No race |
1955 | | Ribeiro da Silva (PRT) | Académico do Porto |
1956 | | Alves Barbosa (PRT) | Sangalhos |
1957 | | Ribeiro da Silva (PRT) | Académico do Porto |
1958 | | Alves Barbosa (PRT) | Sangalhos |
1959 | | Carlos Carvalho (PRT) | FC Porto |
1960 | | Sousa Cardoso (PRT) | FC Porto |
1961 | | Mário Silva (PRT) | FC Porto |
1962 | | José Pacheco (PRT) | FC Porto |
1963 | | João Roque (PRT) | Sporting |
1964 | | Joaquim Leão (PRT) | FC Porto |
1965 | | Peixoto Alves (PRT) | Benfica |
1966 | | Francisco Valada (PRT) | Benfica |
1967 | | Antoine Houbrechts (BEL) | Flandria |
1968 | | Américo Silva (PRT) | Benfica |
1969 | | Joaquim Andrade (PRT) | Sangalhos |
1970 | | Joaquim Agostinho (PRT) | Sporting |
1971 | | Joaquim Agostinho (PRT) | Sporting |
1972 | | Joaquim Agostinho (PRT) | Sporting |
1973 | | Jesus Manzaneque (ESP) | Messias |
1974 | | Fernando Mendes (PRT) | Benfica |
1975 | No race due to Carnation Revolution |
1976 | | Firmino Bernardino (PRT) | Benfica |
1977 | | Adelino Teixeira (PRT) | Lousa |
1978 | | Belmiro Silva (PRT) | Coimbrões |
1979 | | Joaquim Sousa Santos (PRT) | FC Porto |
1980 | | Francisco Miranda (PRT) | Lousa |
1981 | | Manuel Zeferino (PRT) | FC Porto |
1982 | | Marco Chagas (PRT) | FC Porto |
1983 | | Marco Chagas (PRT) | Mako Jeans |
1984 | | Venceslau Fernandes (PRT) | Ajacto |
1985 | | Marco Chagas (PRT) | Sporting |
1986 | | Marco Chagas (PRT) | Sporting |
1987 | | Manuel Cunha (PRT) | Sicasal/Torreense |
1988 | | Cayn Theakston (GBR) | Louletano/Vale do Lobo |
1989 | | Joaquim Gomes (PRT) | Sicasal/Torreense |
1990 | | Fernando Carvalho (PRT) | Ruquita/Feirense |
1991 | | Jorge Silva (PRT) | Sicasal/Acral |
1992 | | Cássio Freitas (BRA) | Recer/Boavista |
1993 | | Joaquim Gomes (PRT) | Recer/Boavista FCBoavista |
1994 | | Orlando Rodrigues (PRT) | Artiach |
1995 | | Orlando Rodrigues (PRT) | Artiach |
1996 | | Massimiliano Lelli (ITA) | Saeco/Levira |
1997 | | Zenon Jaskuła (POL) | Mapei |
1998 | | Marco Serpellini (ITA) | Brescialat |
1999 | | David Plaza (ESP) | Benfica |
2000 | | Vítor Gamito (PRT) | Porta da Ravessa |
2001 | | Fabian Jeker (SUI) | Milaneza-MSS |
2002 | | Claus Michael Møller (DEN) | Milaneza-MSS |
2003 | | Nuno Ribeiro (PRT) | LA-Pecol |
2004 | | David Bernabéu (ESP) | Milaneza-Maia |
2005 | | Vladimir Efimkin (RUS) | Team Barloworld-Valsir |
2006 | | David Blanco (ESP) | Comunidad Valenciana |
2007 | | Xavier Tondo (ESP) | LA-MSS |
2008 | | David Blanco (ESP) | Palmeiras Resort-Tavira |
2009 | | David Blanco (ESP) | Palmeiras Resort-Prio |
2010 | | David Blanco (ESP) | Palmeiras Resort-Prio |
2011 | | Ricardo Mestre (PRT) | Tavira-Prio |
2012 | | David Blanco (ESP) | Efapel–Glassdrive |
2013 | | Alejandro Marque (ESP) | OFM-Quinta da Lixa |
2014 | | Gustavo César Veloso (ESP) | OFM-Quinta da Lixa |
2015 | | Gustavo César Veloso (ESP) | W52-Quinta da Lixa |
2016 | | Rui Vinhas (POR) | W52-FC Porto-Porto Canal |
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