
| Year | Rider No. | Competitor | Speed group | Bike | Capacty (cc) | Year | Race Handicap |
| 1913 | 57 | A W Mc Keag | Bradbury | 10 40 | |||
| 1914 | 59 | B Adams | Rudge | 499 | 2 23 | ||
| 1919 | P Flook | Douglas | |||||
| 1920 | 15 | F A R Zurcher | Douglas | 494 | 0 41 | ||
| 1921 | 58 | R J Blackburn | A | Harley Davidson | 989 | 0 02 | |
| 1922 | 29 | C H Young | A | Triumph | 499 | 1 00 | |
| 1923 | 18 | P Flook | A | Douglas | 349 | 1 45 | |
| 1924 | 40 | A Long | A | Sunbeam | 492 | 1 00 | |
| 1925 | 13 | C W Bower | B | Douglas | 348 | 2 50 | |
| 1926 | 9 | J R Gibson | D | O.K. | 299 | 2 10 00 | |
| 1927 | 26 | S S Flook | C | Douglas | 348 | 01 10 00 | |
| 1928 | 13 | B E Scott | A | Chater-Lea | 175 | 02 35 00 | |
| 1929 | 134 | J G Lind | A | A.J.S | 348 | 00 09 00 | |
| 1930 | 68 | W D Griebenow | C | Sunbeam | 493 | 00 21 15 | |
| 1931 | 10 | L Taylor | B | Royal Enfield | 225 | 02 14 00 | |
| 1932 | 9 | B E Scott | A | James | 175 | 02 30 00 | |
| 1933 | 42 | B D B Kinsey | B | B.S.A. | 499 | 00 06 00 | |
| 1934 | 66 | D Hall | A | Norton | 348 | 00 14 00 | |
| 1935 | 32 | R O Hesketh | C | Excelsior | 250 | 00 59 20 | |
| 1936 | 10 | C Jarman | C | A.J.S. | 350 | 01 20 00 |
| Year | No. | Competitor | Spd. grp. | Bike | Capacty (cc) | Year | Race Handicap |
| 1970 | Geoff Palmer | Royal Enfield | 350 | 1936 | |||
| 1971 | Dick Thompson | Scott Flyer | 600 | 1928 | |||
| 1972 | Doug Brodie | Sunbeam | 500 | 1933 | |||
| 1973 | Oliver Barrett (Jnr) | Scott | 496 | 1927 | |||
| 1974 | Race not run due to fuel restrictions | N/A | N/A | N/A | |||
| 1975 | Geof Palmer | Royal Enfield | 500 | 1936 | |||
| 1976 | Ralph Lange | Velocette | 500 | 1935 | |||
| 1977 | Derek Du Toit | Harley Davidson | 1000 | 1920 | |||
| 1978 | Pinkie van Rensburg | Velocette | 350 | 1932 | |||
| 1979 | Ralph Lange | A.J.S. | 498 | 1936 | |||
| 1980 | Peter Aneck-Hahn | Ariel | 497 | 1936 | |||
| 1981 | John Linley | Velocette | 350 | 1936 | |||
| 1982 | Frank Hayward | Excelsior Super X | 750 | 1925 | |||
| 1983 | Steven Lange | Velocette | 498 | 1935 | |||
| 1984 | George Corlett | B.S.A. | 500 | 1931 | |||
| 1985 | Ric Lewis | Sunbeam | 498 | 1929 | |||
| 1986 | Mark Corlett | B.S.A. Blue Star | 500 | 1936 | |||
| 1987 | Ralph Lange | Velocette | 497 | 1935 | |||
| 1988 | Mark Corlett | B.S.A. Blue Star | 500 | 1936 | |||
| 1989 | Eric Grimbeek | Ariel | 500 | 1935 | |||
| 1990 | Kevin Robertson | Velocette GTP | 250 | 1936 | |||
| 1991 | Ric Lewis | Sunbeam | 500 | 1929 | |||
| 1992 | Peter van Dongen | Scott | 596 | 1928 | |||
| 1993 | Kevin Robertson | Velocette GTP | 250 | 1936 | |||
| 1994 | John Linley | Velocette | 500 | 1936 | |||
| 1995 | Kevin Robertson | Velocette GTP | 250 | 1936 | |||
| 1996 | Leo Middelberg | Velocette | 350 | 1936 | |||
| 1997 | Paul Woodley | Ariel | 500 | 1935 | |||
| 1998 | Ric Lewis | Sunbeam | 500 | 1929 | |||
| 1999 | Charles Marvell | B.S.A. | 500 | 1934 | |||
| 2000 | Adrian Hollis / Michelle Lange | Sunbeam | 600 | 1935 | |||
| 2001 | Alan Birch | Norton | 500 | 1930 | |||
| 2002 | Derrick Kruger | Harley Davidson | 750 | 1934 | |||
| 2003 | Fritz Kraehmer (Snr) | Norton | 350 | 1935 | |||
| 2004 | Mike Ward | Velocette | 350 | 1936 | |||
| 2005 | Dane Fraser | Ariel | 500 | 1935 | |||
| 2006 | Martin Davis | Sunbeam Model 9 | 500 | 1930 | |||
| 2007 | Martin Davis | Sunbeam Model 9 | 500 | 1930 | |||
| 2008 | Bruce Cooper | B.S.A. S30 | 500 | 1930 | |||
| 2009 | 59 | Gavin Walton | A.J.S. | 500 | 1936 | ||
| 2010 | 96 | Kevin Robertson | C | Velocette MSS | 1936 | ||
| 2011 | 39 | Martin Davis | Sunbeam Model 9 | 500 | 1930 | ||
| 2012 | 103 | Kevin Robertson | Velocette KSS | 1936 | |||
| 2013 | 154 | Kevin Robertson | C | Velocette MSS | 1936 | ||
| 2014 | 99 | Allan Cuninghame | C | Velocette | 1936 | ||
| 2015 | 87 | Kevin Robertson | C | Velocette MSS | 499 | 1936 | |
| 2016 | 21 | Ralph Pitchford | Triumph Model P | 500 | 1926 | ||
| 2017 | 25 | Gavin Walton | A.J.S. | 500 | 1936 | ||
| 2018 | 27 | Gavin Walton | A.J.S. | 500 | 1936 | ||
| 2019 | 18 | Gavin Walton | |||||
| 2020 | 73 | Mark Broady |