| Diamond Challenge Sculls |
| Year |
Winner |
Club |
Runner-up |
| 1844 | T B Bumpsted | Scullers Club, London | H Morgan |
| 1845 | S Wallace | Leander Club | J W Conant |
| 1846 | E G Moon | Magdalen College, Oxford | T H Fellows |
| 1847 | W Maule | Trinity College, Cambridge | E G Moon |
| 1848 | W L Bagshawe | Trinity College, Cambridge | W Wilberforce |
| 1849 | T R Bone | London | C S Bagot |
| 1850 | T R Bone | Meteor Club, London | J E Clarke |
| 1851 | E G Peacock | Thames Club | E Macnaghten |
| 1852 | E Macnaghten | Trinity College, Cambridge | E G Peacock |
| 1853 | S Rippingall | Peterhouse, Cambridge | M H Irving |
| 1854 | H. H. Playford | Wandle Club, London | R C Galton |
| 1855 | A. A. Casamajor | Wandle Club, London | H. H. Playford |
| 1856 | A. A. Casamajor | Argonaut Club, London | C Stephens |
| 1857 | A. A. Casamajor | London Rowing Club | J Paine |
| 1858 | A. A. Casamajor | London Rowing Club | |
| 1859 | E. D. Brickwood | Richmond Rowing Club | R Beaumont |
| 1860 | H. H. Playford | London Rowing Club | E. D. Brickwood |
| 1861 | A. A. Casamajor | London Rowing Club | E. D. Brickwood |
| 1862 | E. D. Brickwood | London Rowing Club | W. B. Woodgate |
| 1863 | C. B. Lawes | Third Trinity, Cambridge | E. D. Brickwood |
| 1864 | W. B. Woodgate | Brasenose College, Oxford | E B Mitchell |
| 1865 | E B Mitchell | Magdalen College, Oxford | C. B. Lawes |
| 1866 | E B Mitchell | Magdalen College, Oxford | W. B. Woodgate |
| 1867 | W C Crofts | Brasenose College, Oxford | F Willan |
| 1868 | W. Stout | London Rowing Club | W C Crofts |
| 1869 | W C Crofts | Brasenose College, Oxford | A C Yarborough |
| 1870 | John B Close | First Trinity, Cambridge | R J Waldie-Griffith |
| 1871 | W Fawcus | Tynemouth Rowing Club | J H D Goldie |
| 1872 | C C Knollys | Magdalen College, Oxford | C H Lawton |
| 1873 | A C Dicker | Lady Margaret, Cambridge | W Chillingworth |
| 1874 | A C Dicker | Lady Margaret, Cambridge | W Fawcus |
| 1875 | A C Dicker | Lady Margaret, Cambridge | W B Close |
| 1876 | F. L. Playford | London Rowing Club | R H Labat |
| 1877 | T. C. Edwards-Moss | Brasenose College, Oxford | A V Frere |
| 1878 | T. C. Edwards-Moss | Brasenose College, Oxford | J Lowndes |
| 1879 | J Lowndes | Hertford College, Oxford | F. L. Playford |
| 1880 | J Lowndes | Derby Rowing Club | C E Adam |
| 1881 | J Lowndes | Derby Rowing Club | A Wild |
| 1882 | J Lowndes | Derby Rowing Club | A Lein |
| 1883 | J Lowndes | Twickenham Rowing Club | A Wild |
| 1884 | W S Unwin | Magdalen College, Oxford | R H Smith |
| 1885 | W S Unwin | Magdalen College, Oxford | F.I.Pitman |
| 1886 | F.I.Pitman | Third Trinity, Cambridge | W S Unwin |
| 1887 | J C Gardner | Emmanuel College, Cambridge | G. Nickalls |
| 1888 | G. Nickalls | Magdalen College, Oxford | E Doering |
| 1889 | G. Nickalls | Magdalen College, Oxford | C J Psotta |
| 1890 | G. Nickalls | Magdalen College, Oxford | G E B Kennedy |
| 1891 | V. Nickalls | Magdalen College, Oxford | |
| 1892 | J J K Ooms | Neptune RC, Amsterdam, Netherlands | S M Boyd |
| 1893 | G.Nickalls | Magdalen College, Oxford | G E B Kennedy |
| 1894 | G. Nickalls | Formosa Boat Club | V. Nickalls |
| 1895 | Rupert Guinness | Leander Club | G.Nickalls |
| 1896 | Rupert Guinness | Leander Club | R K Beaumont |
| 1897 | Edward Ten Eyck | Wachusett, USA | H. T. Blackstaffe |
| 1898 | B H Howell | Trinity Hall, Cambridge | H. T. Blackstaffe |
| 1899 | B H Howell | Thames Rowing Club | H. T. Blackstaffe |
| 1900 | E G Hemmerde | University College, Oxford | B H Howell |
| 1901 | C V Fox | Guards Brigade Rowing Club | St G Ashe |
| 1902 | F. S. Kelly | Balliol College, Oxford | R B Etherington-Smith |
| 1903 | F. S. Kelly | Leander Club | J. Beresford |
| 1904 | L F Scholes | Toronto Rowing Club, Canada | A H Cloutte |
| 1905 | F. S. Kelly | Leander Club | H. T. Blackstaffe |
| 1906 | H. T. Blackstaffe | Vesta Rowing Club | Captain W H V Darell |
| 1907 | Captain W H V Darell | Household Brigade | A McCulloch |
| 1908 | A McCulloch | Leander Club | A A Stuart |
| 1909 | A A Stuart | Kingston Rowing Club | R Lucas |
| 1910 | W. D. Kinnear | Kensington RC | R Lucas |
| 1911 | W. D. Kinnear | Kensington RC | E W Powell |
| 1912 | E W Powell | Vikings Club | A McCulloch |
| 1913 | C McVilly | Derwent Rowing Club, Tasmania, Aus | E D P Pinks |
| 1914 | G Sinigaglia | Lario Club, Como, Italy | C M Stuart |
| No races 1915–1919 (WWI) |
| 1920 | J. Beresford | Thames Rowing Club | D H L Gollan |
| 1921 | F E Eyken | Delft University, Laga, Netherlands | J. Beresford |
| 1922 | W M Hoover | Duluth, Minnesota, USA | J. Beresford |
| 1923 | M K Morris | London Rowing Club | D H L Gollan |
| 1924 | J. Beresford | Thames Rowing Club | K N Craig |
| 1925 | J. Beresford | Thames Rowing Club | D H L Gollan |
| 1926 | J. Beresford | Thames Rowing Club | G E G Goddard |
| 1927 | R T Lee | Worcester College, Oxford | J Wright |
| 1928 | J Wright | Argonaut Rowing Club, Toronto, Canada | R T Lee |
| 1929 | L H F Gunther | De Amstel, Netherlands | J Wright |
| 1930 | J S Guest | Don Rowing Club, Canada | G Boetzelen |
| 1931 | B Pearce | Leander Boat Club, Hamilton, Canada | F Bradley |
| 1932 | H Buhtz | Berliner RC, Germany | G Boetzelen |
| 1933 | T G Askwith | Peterhouse, Cambridge | H Warren |
| 1934 | H Buhtz | Berliner RC, Germany | W Rutherford |
| 1935 | E Rufli | FC Zurich RC, Switzerland | J Zavrel |
| 1936 | E Rufli | FC Zurich RC, Switzerland | T H Tyler |
| 1937 | J Hasenohrl | RV Ellida, Austria | J F Coulson |
| 1938 | J W Burk | Penn Athletic Club, USA | L D Habbitts |
| 1939 | J W Burk | Penn Athletic Club, USA | R Verey |
| No races 1940–1945 (WWII) |
| 1946 | J Séphériadès | SN Basse Seine, France | J B Kelly |
| 1947 | J B Kelly | University of Penn, USA | C H Fronsdal |
| 1948 | M T Wood | NSW Police Rowing Club, Australia | B H T Bushnell |
| 1949 | J B Kelly | University of Penn, USA | J H Trinsey |
| 1950 | A D Rowe | Leander Club | R H van Mesdag |
| 1951 | T A Fox | Pembroke College, Cambridge | E Larsen |
| 1952 | M T Wood | Sydney Rowing Club, Australia | T A Fox |
| 1953 | T A Fox | London Rowing Club | R George |
| 1954 | P Vlasic | Mornar Club, Yugoslavia | A Colomb |
| 1955 | T Kocerka | AZS Bydgoszsz, Poland | S C Rand |
| 1956 | T Kocerka | AZS Bydgoszsz, Poland | T A Fox |
| 1957 | S A Mackenzie | Sydney Rowing Club, Australia | V Ivanov |
| 1958 | S A Mackenzie | Sydney Rowing Club, Australia | V Ivanov |
| 1959 | S A Mackenzie | Sydney Rowing Club, Australia | H L Parker |
| 1960 | S A Mackenzie | Leander Club | T Kocerka |
| 1961 | S A Mackenzie | Mosman Rowing Club, Australia | O Yjurin |
| 1962 | S A Mackenzie | Leander Club | W L Barry |
| 1963 | G Kottmann | Belvoir RC, Switzerland | W L Barry |
| 1964 | S Cromwell | Nonpareil Rowing Club, USA | A Demiddi |
| 1965 | D M Spero | NY Athletic Club, USA | H A Wardell-Yerburgh |
| 1966 | A Hill | BSGM Baumschuleneweg, Germany | H J Wienese |
| 1967 | M Studach | Grasshopper Club Zürich, Switzerland | J Meissner |
| 1968 | H A Wardell-Yerburgh | Eton Vikings | K V Dwan |
| 1969 | H-J Bohmer | SC Dynamo Berlin, Germany | W B Tytus |
| 1970 | J Meissner | Mannheimer RV Amicitia, Germany | P G R Delafield |
| 1971 | A Demiddi | Club de Regatas Rosario, Argentica | J W Dietz |
| 1972 | A Timoschinin | WMF Moscow, USSR | S Drea |
| 1973 | Seán Drea | Neptune Rowing Club, Ireland | D P Sturge |
| 1974 | Seán Drea | Neptune Rowing Club, Ireland | K V Dwan |
| 1975 | Seán Drea | Neptune Rowing Club, Ireland | J E Dietz |
| 1976 | E O Hale | Sydney Rowing Club, Australia | P Zeum |
| 1977 | T. J. Crooks | Leander Club | J W Dietz |
| 1978 | T. J. Crooks | Leander Club | H P Matheson |
| 1979 | H P Matheson | Nottingham Rowing Club | J T Ghoos |
| 1980 | R D Ibarra | Mar del Plata, Argentina | |
| 1981 | C. L. Baillieu | Leander Club | S C Howell |
| 1982 | C. L. Baillieu | Leander Club | A Whitwell |
| 1983 | S. G. Redgrave | Marlow Rowing Club | T. J. Crooks |
| 1984 | C. L. Baillieu | Leander Club | B Eltang |
| 1985 | S. G. Redgrave | Marlow Rowing Club | B A Lewis |
| 1986 | B Eltang | Danske Stud. RK, Denmark | S. G. Redgrave |
| 1987 | PM Kolbe | RC Hamburg, Germany | V Jakusha |
| 1988 | GH McGlashan | Melbourne University, Australia | A H Sudduth |
| 1989 | V Chalupa | Dukla Praha, Czechoslovakia | K Broniewski |
| 1990 | EFM Verdonk | Koru Rowing Club, New Zealand | Wim Van Belleghem |
| 1991 | Wim Van Belleghem | Royal Club Nautique de Gand, Belgium | E F M Verdonk |
| 1992 | R G F Henderson | Leander Club | P Reedy |
| 1993 | Thomas Lange | Ruderverein Bollberg-Halle, Germany | V Chalupa |
| 1994 | Xeno R Müller | Grasshopper Club Zurich, Switzerland | M H Hansen |
| 1995 | Jüri Jaanson | Parnu Rowing Club, Estonia | Xeno R Müller |
| 1996 | MLO (Merlin) Vervoorn | DSR Proteus-Eretes, Delft, the Netherlands | A R Bihrer |
| 1997 | Greg MP Searle | Molesey Boat Club | P M Haining |
| 1998 | Jamie W Koven | Brown Alumni, USA | Greg MP Searle |
| 1999 | Marcel Hacker | Rc Magdeburg, Germany | J W Koven |
| 2000 | Aquil H Abdullah | Princeton Training Center, USA | S D Goodbrand |
| 2001 | Duncan S Free | Surfers Paradise RC, Australia | D T Hallett |
| 2002 | Pete Wells | University of London | M K Langridge |
| 2003 | Alan W Campbell | Tideway Scullers School | B P Hopkins |
| 2004 | Marcel Hacker | Casseler Fraven Ruderverein, Germany | C M Smith |
| 2005 | WR Allen | Princeton Training Center, U.S.A. | C M Palmer |
| 2006 | Mahé Drysdale | West End Rowing Club, New Zealand | C M Palmer |
| 2007 | Alan W Campbell | Tideway Scullers School | Mahé Drysdale |
| 2008 | Ian J Lawson | Leander Club | S M Jacob |
| 2009 | Mahé Drysdale | West End Rowing Club, New Zealand | Alan W Campbell |
| 2010 | Mahé Drysdale | West End Rowing Club, New Zealand | Lassi Karonen |
| 2011 | Alan W Campbell | Tideway Scullers School | N Hudson |
| 2012 | Peter M Lambert | Old Edwardian Boat Club, South Africa | G E Thomas |
| 2013 | Aleksandar Aleksandrov | Kur Club, Azerbaijan | Alan W Campbell |
| 2014 | Mahé Drysdale | West End Rowing Club, New Zealand | Roel Braas |