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Teams entered for the 1999 Challenge as of17 April 1999 are as below. Previous Challenge experience may not relate to the whole of the team. |
| Team Name | Category | Base | Previous Challenges | Team Contact | Details | |
| 1 | Sula Sgeir | Mixed Veterans | Western Isles | All 4 Challenges. Winners in 1998 | Gavin Earons | |
| 2 | Fat Al and the Style Council | Mixed | Highlands | 1996,1998. 2nd in both events | Alec Keith | |
| 3 | Northern Runner "A" | Mixed | Yorkshire | 1994, 1996 | Charlie Stead | |
| 5 | Luskentyre Lounge Lizards | Mixed | Harris & Southeast | None | Joanna Blythe | |
| 6 | The Funkentelechiads (Scottish Enterprise) | Mixed Veterans | Glasgow/Ayrshire | All 4 Challenges | David Broni | |
| 7 | The Titans of Technology (Scottish Enterprise) | Mixed Veterans | Strathclyde | All 4 Challenges | David Broni | |
| 8 | The Avengers (City of Edinburgh Officers Training Corps) | Mixed | Edinburgh | 1995 and 96 | Kirstie Campbell | |
| 9 | Kevin Everly Presidents Selection | Mixed | New Zealand | None | Aran Buckley | |
| 10 | Destination Ceilidh | Mixed | NorthWest | 1998 | Paul Nolan | |
| 11 | Saffery | Mixed | Taiwan/US | 1998 | Clive Saffery | |
| 12 | Desperate Measures (RAF Boulmer) | Mixed | North East | All Challenges. 10th in 98 | Al Taylor | |
| 14 | Nameless 2, The Sequel | Mixed | North West | 1996 | Melanie Bardgett | |
| 15 | Aberdeen University | Mixed | Scotland | None | Clare Miller | |
| 16 | 3 Jessies and a Rock Hard Lass | Mixed | North West | None | Ed Gamble | |
| 17 | Dunan Dashers | Mixed | Scotland | 1995 | Diana Pattinson | |
| 18 | Mawn y Wrach | Mixed | Wales/USA | Fastest Canoeist in 96 and 98 | Nick Dallimore | |
| 21 | Clangers | Mixed | South East | None | Vivien Kilgour | |
| 22 | Gallows | Mixed | Cumbria | None | Jane Meeks | |
| 23 | Team Viagra | Mixed | Wales | None | Jon David | |
| 24 | Educating Marras (W Cumbria College) | Mixed | Cumbria | None | Mike Mills | |
| 25 | Whacky Racers | Mixed Veterans | Cumbria | None | Ann Hurst | |
| 26 | As the Hoodie Craw Flies | Mixed | Western Isles | 1998 | Angus Mackay | |
| 27 | High Peaks | Mixed | Renfrewshire | None | Stewart McKinnon | |
| 28 | 220 Macmillan Extreme | Mixed | Yorkshire | None | Jamie Carr | |
| 29 | Demon Barbers | Mixed | Highlands/ WI | 1998 | Robin Bennie | |
| 30 | Royal Flash (Royal Marines Condor) | All Male | Arbroath | None | Capt Graham Smith | |
| 31 | Lowe Life | Mixed Vets | Cumbria | 1998 | Phil Ham | |
| 33 | Scottish Recycling | Mixed | Aberdeen | Winners 1996 (as "Team Zanzibar") | Malcolm Cunningham | |
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