Same as the preceding year, 1999 also had a total of 7 events. All of the events took place in the first half of the year. 1999 was also the first year that Audax South Africa participated in a PBP.
200km BRM 31 January 1999
We had 22 finishers.
| Name | Club | Distance | Time |
| Charl Grobbelaar | Midrand | 200km | 7hr26min |
| Andrew Steenkamp | Midrand | 200km | 7hr26min |
| Karl Schultz | Aurasan | 200km | 7hr28min |
| Gideon du Plessis | Vaal CC | 200km | 7hr28min |
| Joe Crouch | Cresta Wheelers | 200km | 7hr45min |
| Denis Braithwaite | Cresta Wheelers | 200km | 8hr08min |
| William Dixon | Cresta Wheelers | 200km | 8hr08min |
| Jax Snyman | Cresta Wheelers | 200km | 8hr08min |
| Gerrit Pretorius | Cresta Wheelers | 200km | 8hr30min |
| Marlene Prentice | Gary Beneke | 200km | 8hr35min |
| Glenn Prentice | Gary Beneke | 200km | 8hr35min |
| Emma Bosch | Tour DXTC | 200km | 8hr35min |
| Per Pedersen-Hoien | Tour DXTC | 200km | 8hr35min |
| Dudley Schaefer | Burg Wheelers CC | 200km | 8hr35min |
| Edwin Dednam | Triangle CC | 200km | 8hr40min |
| Paul Baroa | Aurasan | 200km | 8hr47min |
| Dean Gouveia | Aurasan | 200km | 8hr47min |
| Ronnie Potter | Aurasan | 200km | 8hr47min |
| Rudolph de Klerk | Triangle CC | 200km | 8hr48min |
| Nicholas Curle | Aurasan | 200km | 9hr57min |
| Johannes Nhlapo | Victoria Club | 200km | 10hr18min |
| Johan Dippenaar | Edenvale Pedallers | 200km | 11hr34min |
300km BRM 6 February 1999
We had 6 finishers. This event was held in the Western Cape.
| Name | Club | Distance | Time |
| Bernett Laufs | ARSA Cape Town | 300km | 13hr44min |
| Trevor Bartleet | ARSA Cape Town | 300km | 15hr41min |
| Joan Louwrens | ARSA Cape Town | 300km | 15hr41min |
| Paul Middelman | ARSA Cape Town | 300km | 15hr41min |
| Peter Lamond | ARSA Cape Town | 300km | 15hr41min |
| Hannes Botes | ARSA Cape Town | 300km | 16hr24min |
300km BRM 14 February 1999
We had 13 finishers.
| Name | Club | Distance | Time |
| Charl Grobbelaar | Midrand | 300km | 12hr08min |
| Andrew Steenkamp | Midrand | 300km | 12hr08min |
| Joe Crouch | Cresta Wheelers | 300km | 12hr21min |
| Emmah Bosch | Tour DXTC | 300km | 13hr08min |
| Per Pedersen-Hoien | Tour DXTC | 300km | 13hr08min |
| Dudley Schaefer | Burg Wheelers | 300km | 13hr50min |
| Johannes Nhlapo | Victoria Club | 300km | 14hr10min |
| Nicholas Curle | Aurasan | 300km | 14hr15min |
| William Dixon | Cresta Wheelers | 300km | 14hr18min |
| Denis Braithwaite | Cresta Wheelers | 300km | 14hr30min |
| Hannes Koekemoer | Cresta Wheelers | 300km | 14hr30min |
| Jax Snyman | Cresta Wheelers | 300km | 14hr30min |
| Johan Dippenaar | Edenvale Pedallars | 300km | 16hr15min |
400km BRM 27 March 1999
We had 17 finishers.
| Name | Club | Distance | Time |
| Charl Grobbelaar | Midrand Country Cyclists | 400km | 16hr44min |
| Andrew Steenkamp | Midrand Country Cyclists | 400km | 16hr44min |
| Alan Snelling | Albion Wheelers | 400km | 16hr59min |
| Olaf Wybernet | Fit Pro Cycling Club | 400km | 16hr59min |
| Trevor Bartleet | ARSA Cape Town | 400km | 17hr08min |
| Joe Crouch | Cresta Wheelers | 400km | 17hr14min |
| Jax Snyman | Cresta Wheelers | 400km | 17hr14min |
| William Dixon | Cresta Wheelers | 400km | 18hr38min |
| Dudley Schaefer | Burg Wheelers C.C. | 400km | 18hr38min |
| Denis Braithwaite | Cresta Wheelers | 400km | 18hr40min |
| Hannes Koekemoer | Cresta Wheelers | 400km | 18hr40min |
| Harry Mahieu | Cresta Wheelers | 400km | 18hr41min |
| Nico Britz | Gary Beneke | 400km | 18hr41min |
| Marlene Prentice | Gary Beneke | 400km | 18hr41min |
| Johannes Nhlapo | Aurasan | 400km | 19hr04min |
| Glenn Prentice | Gary Beneke | 400km | 19hr04min |
| Hannes Botes | ARSA Cape Town | 400km | 20hr00min |
| Johan Dippenaar | Edenvale Pedallers | 400km | 20hr07min |
| Bernett Laufs | ARSA Cape Town | 400km | 20hr28min |
| Gerrit Pretorius | Cresta Wheelers | 400km | 22hr11min |
| Paul Middelman | ARSA Cape Town | 400km | 22hr34min |
| Joan Lourens | ARSA Cape Town | 400km | 22hr34min |
| Peter Lamond | ARSA Cape Town | 400km | 22hr34min |
600km BRM 24 April 1999
We had 5 finishers. This event was held in the Western Cape.
| Name | Club | Distance | Time |
| Bernett Laufs | ARSA Cape Town | 600km | 37hr28min |
| Joan Louwrens | ARSA Cape Town | 600km | 37hr30min |
| Paul Middelman | ARSA Cape Town | 600km | 37hr30min |
| Peter Lamond | ARSA Cape Town | 600km | 37hr30min |
| Hannes Koekemoer | ARSA Cape Town | 600km | 38hr38min |
600km BRM 1 May 1999
We had 13 finishers. The route followed Roodepoort → Carletonville → Potchefstroom → Orkney → Roodepoort → Ventersdorp → and back to Roodepoort.
| Name | Club | Distance | Time |
| Charl Grobbelaar | Midrand C.C. | 600km | 27hr30min |
| Alan Snelling | Albion Wheelers | 600km | 33hr01min |
| Joe Crouch | Cresta Wheelers | 600km | 33hr07min |
| Jax Snyman | Cresta Wheelers | 600km | 33hr07min |
| Dudley Schaefer | Burg Wheelers | 600km | 34hr32min |
| Harry Mahieu | Cresta Wheelers | 600km | 35hr12min |
| Gerrit Pretorius | Cresta Wheelers | 600km | 35hr12min |
| Johan Dippenaar | Edenvale Ped. | 600km | 35hr21min |
| Johannes Nhlapo | Aurasan | 600km | 35hr45min |
| Dean Gouveia | Aurasan | 600km | 37hr05min |
| Nico Britz | Gary Beneke Sports | 600km | 37hr05min |
| Glenn Prentice | Gary Beneke Sports | 600km | 37hr20min |
| Marlene Prentice | Gary Beneke Sports | 600km | 37hr20min |
600km BRM 29 May 1999
We had 2 finishers.
| Name | Club | Distance | Time |
| Denis Braithwaite | Cresta Wheelers | 600km | 36hr20min |
| William Dixon | Cresta Wheelers | 600km | 36hr20min |