| YEAR | HORSE | JOCKEY | TRAINER |
| 2024 | Oriental Charm | JP van der Merwe | Brett Crawford |
| 2023 | Winchester Mansion | Kabelo Matsunyane | Brett Crawford |
| 2022 | Sparkling Water | S’Manga Khumalo | Mike de Kock |
| 2021 | Kommetdieding | Gavin Lerena | H Crawford/M Rix |
| 2020 | Belgarion | Richard Fourie | Justin Snaith |
| 2019 | Do It Again | Richard Fourie | Justin Snaith |
| 2018 | Do It Again | Anton Marcus | Justin Snaith |
| 2017 | Marinaresco | B Fayd’Herbe | Candice Bass-Robinson |
| 2016 | The Conglomerate | Piere Strydom | J Ramsden |
| 2015 | Power King | S Randolph | D Kannemeyer |
| 2014 | Legislate | R Fourie | J Snaith |
| 2013 | Heavy Metal | S Khumalo | S Tarry |
| 2012 | Pomodora | P Strydom | S Tarry |
| 2011 | Igugu | A Delpech | M de Kock |
| 2010 | Bold Silvano | A Delpech | M de Kock |
| 2009 | Big City Life | G Cheyne | G Kotzen |
| 2008 | Pocket Power/Dancers Daughter | B Fayd’Herbe/K Shea | M Bass/J Snaith |
| 2007 | Hunting Tower | A. Marcus | C Laird |
| 2006 | Eyeofthetiger | G Schlechter | D Kannemeyer |
| 2005 | Dunford | A.Marcus | M.Bass |
| 2004 | Greys Inn | A. Delpech | M de Kock |
| 2003 | Dynasty | R Fradd | D Kannemeyer |
| 2002 | Ipi Tombe | K Shea | M de Kock |
| 2001 | Trademark | P Strydom | M Bass |
| 2000 | El Picha | A Marcus | GV Woodruff |
| 1999 | El Picha | R Hill | GV Woodruff |
| 1998 | Classic Flag * | A Delpech | DE Ferraris |
| 1997 | Super Quality | M Roberts | DE Ferraris |
| 1996 | London News | P Strydom | AG Laird |
| 1995 | Teal | J Geroudis | PB Shaw |
| 1994 | Space Walk | R Fradd | MH Maingard |
| 1993 | Dancing Duel | A Marcus | AT Millard |
| 1992 | Spanish Galliard | R Sham | DR Drier |
| 1991 | Flaming Rock | K Niesius | RC Snaith |
| 1990 | Ilustrador | F Coetzee | TM Millard |
| 1989 | Right Prerogative | M Sutherland | TM Millard |
| 1988 | Royal Chalice | F Coetzee | TM Millard |
| 1987 | Bush Telegraph | G Puller | B Abercrombie |
| 1986 | Occult B | Leisher | TM Millard |
| 1985 | Gondolier | W Harvey | MP Antelme |
| 1984 | Devon Air | F Coetzee | TM Millard |
| 1983 | Tecla Bluff | M Sutherland | TM Millard |
| 1982 | Jamaican Rumba | P Wynne | G Thompson |
| 1981 | Big Charles | J Anderson | LF Naude |
| 1980 | Beau Art | F Macaskill | J Nicholson |
| 1979 | Over The Air | G Puller | P Kannemeyer |
| 1978 | Politician | B Hayden | SC Laird |
| 1977 | Lightning Shot | D Mustard | D Rich |
| 1976 | Jamaican Music | B Abercrombie | R Rixon |
| 1975 | Principal Boy | R Thompson | J Breval |
| 1974 | Riboville | M Schoeman | G Azzie |
| 1973 | Yataghan | B Hayden | SC Laird |
| 1972 | In Full Flight | R Rhodes | D Payne |
| 1971 | Mazarin | B Hayden | SC Laird |
| 1970 | Court Day | C Maree | R Knight |
| 1969 | Naval Escort | A Reid | F Rickaby |
| 1968 | Chimboraa | D Payne | B Cherry |
| 1967 | Sea Cottage/Jollify | R Sivewright/J Gorton | SC Laird/F Rickaby |
| 1966 | Java Head | H Cawcutt | SC Laird |
| 1965 | King Willow | J Bailey | J Breval |
| 1964 | Numeral | R Rhodes | G Azzie |
| 1963 | Colorado King | R Sivewright | SC Laird |
| 1962 | Diza | A Roberts | J Gorton |
| 1961 | Kerason | G Walker | S Laird |
| 1960 | Left Wing | P Cayeux | S Garrett |
| 1959 | Tiger Fish | B Little | T Furness |
| 1958 | Excise | H Cawcutt | W Cawcutt |
| 1957 | Migraine | H Passmore | F Chappell |
| 1956 | Spey Bridge | C Buckham | H Amos |
| 1955 | Preto’s Crown | H Wright | G Azzie |
| 1954 | C’est Si Bon | J Byrnes | D Labistour |
| 1953 | Flash On | J Westwater | W Hucknell |
| 1952 | Mowgli | B Lewis | G Ellis |
| 1951 | Gay Jane | V McMurtry | D Labistour |
| 1950 | Milesia Pride | B Lewis | J Morrison |
| 1949 | Milesia Pride | H Wright | J Morrison |
| 1948 | Monasterevan | C Buckham | E Shaw |
| 1947 | Brookhill | H Wright | T Potgeiter |
| 1946 | St Pauls | G Foster | D Talbert |
| 1945 | St Seiriol | J Butler | C Longhurst |
| 1944 | Monteith | H Berry | C Clutterbuck |
| 1943 | Piccadilly Jim | H Feldman | C Wade |
| 1942 | Silver Phantom | H Wright | E Shaw |
| 1941 | Sandri ll | S Amos | S Garrett |
| 1940 | Kipling | A Gorton | A Cruickshank |
| 1939 | Silver Spear | H Feldman | L Howe |
| 1938 | Extinguisher ll | C Barends | W Krog |
| 1937 | Ballyjamesduff | G Masterson | J Azzie |
| 1936 | Pietersfield ll | L Fernandes | E Shaw |
| 1935 | Eccentric | G Askew | A Rowe |
| 1934 | Sun Tor | A Rugg | J Angles |
| 1933 | Legacy | E Lariviere | P Henwood |
| 1932 | Findhorn | S Johnson | E Ryan |
| 1931 | Agrippa | R de Valle | W Pickering |
| 1930 | Full Dress | H Amos | S Garrett |
| 1929 | Gifted | G Lariviere | W Jackson |
| 1928 | Glen Albyn | A Herschell | G Weale |
| 1927 | Hussein | G Gorton | C Wade |
| 1926 | Moosme | E Jacobie | W Knapp |
| 1925 | Bird of Prey | I Strydom | W Randall |
| 1924 | Oriel | J Lieveaux | E Ryan |
| 1923 | Eunomea | J Otto | J Russell |
| 1922 | Collet | F McGrath | J Gard |
| 1921 | Longstop | L Fernades | G Weale |
| 1920 | Pamphlet | S Garrett | J Russell |
| 1919 | Goldwing | S Garrett | J Russell |
| 1918 | Pamphlet | C Bowles | J Russell |
| 1917 | Fanous | W Crew | P Liddle |
| 1916 | Margin | W Clements | A Townsend |
| 1915 | Winnipeg | R Forsyth | H de Mestre |
| 1914 | Rhanleigh | R Dine | W Randall |
| 1913 | Caged Bird | W Crew | F Murray |
| 1912 | Lombard | I Strydom | F Murray |
| 1911 | Nobleman | A Laird | F Murray |
| 1910 | Sir Caulin | E Hardy | F Murray |
| 1909 | King’s Favourite | C Clark | H de Mestre |
| 1908 | Corriecrian | W Pickering | F Wase |
| 1907 | Corriecrian | C Yarnlee | F Wade |
| 1906 | Bonnie Dundee | W Pickering | W Pickering |
| 1905 | Chere Amie | J McLauchlan | R Wooton |
| 1904 | Nymagee | W Clements | W Meredith |
| 1903 | Peerless | J White | J White |
| 1902 | Chaos | G Bowker | W Henwood |
| 1901 | Apollo | C MacDonald | H Croon |
| 1900 | Verdant Green | C MacDonald | H Croon |
| 1899 | Talma | J Boardman | H Taylor |
| 1898 | Campanajo | G Tonge | R Scott |
| 1897 | Campanajo | R Scott | E Murray |