| 1999 Catalina Challenge Results | |
| OC1 Open Men | |
| 1. Walter Guild/Mike Judd | 5:12:22 |
| 2. Mike Eisert/Wyatt Jones | 5:14:53 |
| 3. Rob Pelkey/Mitch Kahn | 5:15:02 |
| 4. Andrew Glatzel/Billy Balding | 5:15:40 |
| 5. Karel Tresnak Jr/Kai Barlett | 5:17:21 |
| 6. Steve Bythe/Alan Lipp | 5:20:30 |
| 7. Todd Bradley/Courtney Seto | 5:20:56 |
| 8. Leif Calvin/Michael Newbro | 5:22:57 |
| 9. Tim Tribolo/Bill Torngo | 5:23:10 |
| 10. Tim Dougherty/Chris Miller | 5:23:29 |
| 11. Scott Jones/Nathen Hendricks | 5:27:49 |
| 12. Dave Jensen/Bruce Barton | 5:37:05 |
| 13. Chad Feiler/Randy Peterson | 5:40:57 |
| 14. Lucky Hookano/Marky Avina | 5:43:50 |
| 15. John Burke/Sean Bielawski | 5:52:03 |
| 16. Randy Long/Scott Granger | 5:55:19 |
| 17. Bill Mahoney/Sean Slentz | 6:00:07 |
| 18. Dave Chambers/Bob Woodman | 6:08:02 |
| 19. John Ranyard/Eric Nakamura | 6:28:03 |
| OC1 Open Women | |
| 1. Cheance Adair/Wendy Dewitt | 6:13:21 |
| 2. Kathy Jensen/Roxanne Barton | 6:15:30 |
| 3. Ine Bogart/Kaia Hedlund | 6:38:02 |
| 4. Shari Wilbarger/Cherie Topper | 6:42:16 |
| 5. Kirsten Garwood/Joann Richards | 7:11:00 |
| OC1 California Open Men | |
| 1. Rob Pelkey/Mitch Kahn | 5:15:02 |
| 2. Leif Calvin/Michael Newbro | 5:22:57 |
| 3. Tim Dougherty/Chris Miller | 5:23:29 |
| 4. Glen Whitehurst/Alan Horn | 5:32:42 |
| 5. Todd Vittatoe/Randy Houck | 5:37:31 |
| 6. Chad Feiler/Randy Peterson | 5:40:57 |
| 7. Lucky Hookano/Marky Avina | 5:43:50 |
| 8. Alan Clark/Steven Lovell | 5:47:11 |
| 9. John Burke/Sean Bielawski | 5:52:03 |
| 10. Randy Long/Scott Granger | 5:55:19 |
| 11. Bill Mahoney/Sean Slentz | 6:00:07 |
| 12. John Taylor/John Carlson | 6:22:01 |
| 13. John Ranyard/Eric Nakamura | 6:28:03 |
| OC1 Master Men | |
| 1. Glen Whitehurst/Alan Horn | 5:32:42 |
| 2. John Edwards/John Mathews | 5:36:22 |
| 3. Todd Vittatoe/Randy Houck | 5:37:31 |
| 4. Alan Clark/Steven Lovell | 5:47:11 |
| OC1 Sr Master Men | |
| 1. Dennis Campbell/Mike Joanson | 5:43:00 |
| 2. John Taylor/John Carlson | 6:22:01 |
| OC2 Open Men | |
| 1. Pat Von/Victor Sherman/Greg Edwards | 5:00:15 |
| 2. Cary Accord/Pat Cahill/Chris Cornejo | 5:19:10 |
| 3. Steve Ayers/Casey Hoagland/Cap Allen | 5:23:40 |
| 4. Dan VanDyck/Craig Williams/Steve Belford | 5:29:32 |
| OC2 Open Women | |
| 1. Julie Wolfe/Gina Aubrey/Vickie Mills | 5:30:15 |
| 2. Sara Reyes/Kristen Valette/Megan Duffy | 5:45:42 |
| 3. Linda Whitehurst/Susan Wynn/Debbie Dutton | 6:00:09 |
| 4. Linda Dresbach/Paula Brown/Marcia Buenafe | 6:07:02 |
| OC2 Open Mixed | |
| 1. Eric Bialek/Bill Garrels/Lousie Garrels | 5:24:12 |
| 2. John Yamasaki/Tom Davis/Susan Cowen | 5:24:56 |
| 3. Suze Hinkle/Tim Sell/Barry Francis | 5:27:19 |
| 4. Michael Pine/Kevin McCauley/Janette Houck | 5:50:43 |