24 October 1999 at St. Erme
| Experts | RH Sidecars | 500cc |
| 1- Lee Pitman | 1- Kenny Hammill & John Richards | 1- Michael Johns |
| 2- Mike Bowden | 2- Ian McAuley & Mick Blaytree | 2- Stewart Togneri |
| 3- Adrian Kessell | 3- Rick McAuley & Mark Courtney | 3- Kevin Hamley |
| Open | 350cc | Juniors |
| 1- Lee Pitman | 1- Mike Bowden | 1- Kevin Hamley |
| 2- Mike Bowden | 2- Adrian Rowe | 2- Stewart Togneri |
| 3- Paul Armstrong | 3- Trevor Kessell | 3- Michael Johns |
| 250cc | Invitation | Pre 75s |
| 1- Lee Pitman | 1- Stewart Togneri | 1- Mike Bowden |
| 2- John Weeks | 2- Kevin Hamley | 2- Trevor Kessell |
| 3- Simon Ferris | 3- Martin Matthews | 3- Simon Ferris |
| Seniors | Caff Memorial | Autos |
| 1- Terry Pearn | 1- Mike Bowden | 1- Lee Charles |
| 2- Chris Morford | 2- Kevin Hamley | 2- Josh Pitts |
| 3- Stewart Togneri | ||
| Juniors | Cadets | |
| 1- Ben Barker | Intermediates | 1- Andrew Boswell |
| 2- Rory Cooper | 1- David Morford | 2- Chesney King |
| 3- Karl Rowe | 3- Bob Charles | |
| Quads | ||
| 1- Peter Pollard | ||
| 2- Nigel Polkinghorn | ||
| 3- Simon Rickard |
10 October 1999 at St. Erme
| Experts | RH Sidecars (Open) | 500cc |
| 1- Gary Phelps | 1- Andrew Symons & Shaun Yates | 1- Jason Prynne |
| 2- Jason Prynne | 2- Kenny Hammill & Dave Hogan | 2- Michael Johns |
| 3- Richard Ford | 3- Ian McAuley & Mick Blaynee | 3- Kevin Hamley |
| Open | RH Sidecars (Bruce Semmends Trophy) | 350cc |
| 1- Gary Phelps | 1- Andrew Symons & Shaun Yates | 1- Mike Bowden |
| 2- Mark Rowe | 2- Ian McAuley & Mick Blaynee | 2- Adrian Kessell |
| 3- Jason Prynne | 3- Kenny Hammill & Dave Hogan | 3- Trevor Kessell |
| Junior | RH Sidecars (Junior) | 250cc |
| 1- Kevin Hamley | 1- Rick McAuley & Mark Courtney | 1- Arian Rowe |
| 2- Stuart Rogneri | 2- Andy Robson & Paul Robson | 2- Simon Ferris |
| 3- Matthew Huddy | 3- John Weeks | |
| Pre 75s | ||
| Invitation | 1- Mike Bowden | Cecric Caff Trophy |
| 1- Kevin Hamley | 2- Trevor Kessell | 1- Michael Johns |
| 2- Adrian Rowe | 3- Simon Ferris | 2- Mike Bowden |
| 3- Dave Heath | 3- Kevin Hamley | |
| Seniors | ||
| Juniors | 1- Craig Caddy | Cadets |
| 1- Ben Barker | 2- Terry Pearn | 1- Chesney King |
| 2- Karl Rowe | 2- Andrew Boswell | |
| Quads | ||
| 1- Peter Pollard | ||
| 2- Martin Ayre | ||
| 3- Nigel Polkinghorn |
23 August 1999 at Brighton Cross
| Open | Seniors | RH Sidecars |
| 1- Mark Simmonds | 1- Chris Morford | 1- Kenny Hammill & John Richards |
| 2- Greg Williamson | 2- Craig Caddy | 2- Andy Symons & Shaun Yates |
| 3- Mike Johns | 3- Richard Thomas & Kevin Woodley | |
| Intermediates | ||
| Juniors | 1- John Lambert | Cadets |
| 1- Ben Barker | 2- David Morford | 1- Samantha Tomes |
| 2- Karl Rowe | 2- Chesney King | |
| Autos | ||
| 1- Martin Tomes | ||
| 2- Daniel Greenwod |
22 August 1999 at Brighton Cross
| RH Sidecars | Open | Seniors |
| 1- Ken Hicks & Mike Blaynee | 1- Wayne Barrett | 1- Craig Caddy |
| 2- Andy Robson & Paul Robson | 2- Greg Williamson | 2- Chris Morford |
| 3- Stuart Togneri | ||
| Intermediates | Cadets | |
| 1- John Lambert | Juniors | 1- Samantha Tomes |
| 2- David Morford | 1- Ben Barker | 2- Chesney King |
| 2- Dean Morford | ||
| Autos | Quads | |
| 1- Martin Tomes | 1- Martin Ayres | |
| 2- Daniel Greenwod | 2- Nigel Polkinghorn |
18 July 1999 at St. Erme
| Open | RH Sidecars Open | Experts |
| 1- Simon Phillips | 1- Andy Symons & Shaun Yates | 1= Simon Phillips |
| 2- Mike Bowden | 2- Kenny Hammill & John Richards | 1= Mike Bowden |
| 3- Dave Heath | 3- Rick McAuley & Mark Courtney | 3- Paul Armstrong |
| 500cc | RH Sidecars Junior | 350cc |
| 1- Simon Phillips | 1- Rick McAuley & Chris Hancox | 1- Mike Bowden |
| 2- Mike Johns | 2- Gary Lane & Martyn Taylor | 2- Dominic Walsh-Newton |
| 3- Mike Bowden | 3- Steve Courtney & Rob Putt | 3- Adrian Kessell |
| 250cc | Seniors | Pre 75s |
| 1- Lee Pitman | 1- Craig Caddy | 1- Mike Bowden |
| 2- Adrian Kessell | 2- Chris Morford | 2- Adrian Kessell |
| 3- Simon Ferris | 3- Peter Pollard | |
| Intermediates | ||
| Juniors | 1- John Lambert | Cadets |
| 1- Ben Barker | 2- David Morford | 1- Aaron Pease |
| 2- Karl Rowe | 2- Andy Boswell | |
| 3- Dean Morford | 3- Ryan Wall |
11 July at Roche
| Senior 350cc | Intermediates | Senior 250cc |
| 1- Ricky Ashworth | 1- Lee Complin | 1- James Complin |
| 2- Matt Etherington | 2- Jason King | 2- Jamie Nobes |
| 3- Tim Healey | 3- Jamie Robertson | 3- Craig Caddy |
| Juniors | Cadets | Autos |
| 1- Lewis Denham | 1- Jack Roberts | 1- Jonathan Cuming |
| 2- Jamie Rodgers | 2- Sam Tomes | 2- Nicholas Rawlings |
| 3- Ben Barker | 3- Chris Rawlings | 3- Luke Rawlings |
25 June 1999
| Open | Cadets | RH Sidecars |
| 1- Jason Prynne | 1- Andrew Boswell | 1- Ken Hicks & Colin Hicks |
| 2- Paul Armstrong | 2- Chesney King | 2- Alan Pearce & Dave Hogan |
| 3- Stewart Togneri | 3- Ryan Walsh | 3- Steve Courtney & Mark Courtney |
| Intermediates | Autos | Seniors |
| 1- John Lambert | 1- Terry Boswell | 1- Craig Caddy |
| 2- Dave Morford | 2- Chris Morford | |
| Quads | ||
| Junior A | 1- Robert Barnard | Junior B |
| Ben Barker | 2- Alan Ewart | Dean Morford |
| 3- Nigel Polkinghorne |
20 June 1999 at St. Erme
| Open | RH Sidecar Open | 500cc |
| 1- Ricky Ashworth | 1- Kenny Hammill & John Richards | 1- Greg Williamson |
| 2- Mike Bowden | 2- Rick McAuley & Patrick Nolan | 2- Paul Armstrong |
| 3- Dave Heath | 3- Alan Pearce & Dave Hogan | 3- Mike Bowden |
| Experts | RH Sidecar Junior | Junior |
| 1- Paul Armstrong | 1- Rick McxAuley & Patrick Nolan | 1- Mike Jones |
| 2- Mike Bowden | 2- Steve Gee & Martin Worthington | 2- Stuart Cogneri |
| 3- Adrian Kessell | 3- Jim Pearn & Alfie Pearn | 3- Scott Hughes |
| 350cc | 250cc | Pre 75s |
| 1- Ricky Ashworth | 1- Adrian Kessell | 1- Mike Bowden |
| 2- Greg Williamson | 2- Simon Serris | 2- Adrian Kessell |
| 3- Mike Bowden | 3- Trevor Kessell | 3- Trevor Kessell |
| Invitation | Quads | |
| 1- Ricky Ashworth | 1- R. Barnard | |
| 2- Rowe | 2- S. Butler | |
| 3- Dave Heath | 3- P. Pollard |