| YEAR | SKIPPER | CREW | CLUB | VENUE |
| 2014 | Michaela Robinson | Ryan Robinson | RNYC | Theewaters, WC |
| 2013 | Michaela Robinson | Katherine Robinson | BYC | Vaal Dam, NV |
| 2012 | Ryan Robinson | Michaela Robinson | BYC | MBYBC, EC |
| 2011 | Ryan Robinson | Katherine Robinson | BYC | MBYBC, EC |
| 2010 | Brennan Robinson | Michaela Robinson | RNYC | Theewaters, WC |
| 2009 | Ryan Robinson | Ricky Robinson | RNYC | FSYC, Gariep |
| 2008 | Jeremy Holdcroft | Emmanuel Morake | ESC | MBYBC, EC |
| 2007 | Ricky Robinson | Ryan Robinson | BYC | Theewaters, WC |
| 2006 | Ricky Robinson | Ryan Robinson | BYC | PE Offshore, EC |
| 2005 | Trevor Gibb | Megan Buckle | PYC | Theewaters, WC |
| 2004 | Brennan Robinson | Ricky Robinson | BYC | PE Offshore, EC |
| 2003 | Waldo Zevenster | W Watkins | RYC | Theewaters, WC |
| 2002 | Craig Latigan | T Kerford | ZVYC | Swartvlei, EC |
| 2001 | Sieraj Jacobs | Taariq Jacobs | ZVYC | Wriggleswade Dam |
| 2000 | Trevor Gibb | J Hogg | PYC | Midmar, KZN |
| 1999 | Trygve Roberts | N Baigrie | ZVYC | Theewaters, WC |
| 1998 | Trygve Roberts | C Parry | ZVYC | Wriggleswade Dam |
| 1997 | Trygve Roberts | C Parry | ZVYC | Theewaters, WC |
| 1996 | M Gunning | J Corlett | UNYC | Durban Offshore |
| 1995 | Trygve Roberts | A Giovannini | ZVYC | Vaaldam, NV |
| 1994 | Sieraj Jacobs | Fuad Jacobs | ZVYC | Wriggleswade Dam |
| 1993 | M Gunning | R Windell | UNSC | Saldanha Bay, WC |
| 1992 | M Gunning | R Windell | UNSC | Albert Falls, Natal |
| 1991 | Craig Redfern | M Redfern | DAC | Albert Falls, Natal |
| 1990 | Paddy Young | Nicky Prentice | TYC | Hermanus, WP |
| 1989 | Paddy Young | Nicky Prentice | TYC | Hermanus, WP |
| 1988 | Nicky Prentice | Freddie Kasselman | BSC | Midmar, Natal |
| 1987 | Gary Crawford | Nicky Prentice | BSC | Midmar, Natal |
| 1986 | Gary Crawford | Nicky Prentice | BSC | Stilbaai, NV |
| 1985 | Richard Weiderhold | Paddy Young | BSC | PYC, Natal |
| 1984 | Richard Weiderhold | Jens Bol | BSC | Midmar, Natal |
| 1983 | George Amoils | Martin Lambrecht | ERYC | Hermanus, WP |
| 1982 | J Passmore | M Gee | SCSC | Boskop, Tvl |
| 1981 | Richard Plank | Muriel Plank | SCSC | Midmar, Natal |
| 1980 | Richard Plank | Muriel Plank | SCSC | Swartvlei, EP |
| 1979 | B Clark | S Emery | SASC | Jim Fouche, OFS |
| 1978 | Ian Mackintosh | E Mackintosh | BSC | Midmar, Natal |
| 1977 | P Ashwell | G Ashwell | MAC | Swartvlei, EP |
| 1976 | Ivan Gibbons | F Gibbons | BSC | Allemanskraal, NV |
| 1975 | Ivan Gibbons | F Gibbons | BSC | Vaaldam, NV |
| 1974 | W Mossner | P Mossner | SYC | Unknown |
| 1973 | W Mossner | Unknown | SYC | Vaaldam, NV |
| 1972 | J Vigor | Unknown | Unknown | Unknown |
| 1971 | B Deane | Unknown | Unknown | Unknown |
| 1970 | J L vd Berg | Unknown | Unknown | Unknown |