| 1. Highwayman - The Highwaymen | not rated | 0:00 |
| 2. Silver Stallion - The Highwaymen | not rated | 0:00 |
| 3. The Greatest Cowboy of Them All - Johnny Cash | not rated | 0:00 |
| 4. Take It to the Limit - Waylon Jennings & Willie Nelson | not rated | 0:00 |
| 5. Help Me Make It Through the Night - Willie Nelson | not rated | 0:00 |
| 6. The Taker - Waylon Jennings | not rated | 0:00 |
| 7. Just to Satisfy You - Waylon Jennings & Willie Nelson | not rated | 0:00 |
| 8. Moment of Forever - The Highwaymen | not rated | 0:00 |
| 9. Eye of the Storm - Kris Kristofferson with Willie Nelson | not rated | 0:00 |
| 10. The Pilgrim: Chapter 33 - Kris Kristofferson | not rated | 0:00 |
| 11. Sunday Mornin' Comin' Down - Johnny Cash | not rated | 0:00 |
| 12. Casey's Last Ride - Kris Kristofferson with Willie Nelson | not rated | 0:00 |
| 13. Born and Raised in Black and White - The Highwaymen | not rated | 0:00 |
| 14. The Devil's Right Hand - The Highwaymen | not rated | 0:00 |
| 15. There Ain't No Good Chain Gang - Johnny Cash & Waylon Jennings | not rated | 0:00 |
| 16. The Road Goes on Forever - The Highwaymen | not rated | 0:00 |
| 17. I Wish I Was Crazy Again - Johnny Cash | not rated | 0:00 |
| 18. Desperados Waiting for a Train - The Highwaymen | not rated | 0:00 |
| 19. Good Hearted Woman - Waylon Jennings & Willie Nelson | not rated | 0:00 |
| 20. A Backstage Pass - The Highwaymen | not rated | 0:00 |
| 21. How Do You Feel About Foolin' Around - Willie Nelson | not rated | 0:00 |
| 22. Luckenbach, Texas (Back to the Basics of Love) - Waylon Jennings | not rated | 0:00 |
| 23. The Night Hank Williams Came to Town - Johnny Cash | not rated | 0:00 |
| 24. If You Don't Like Hank Williams - Kris Kristofferson | not rated | 0:00 |
| 25. Are You Sure Hank Done It This Way - Waylon Jennings | not rated | 0:00 |
| 26. Big River - The Highwaymen | not rated | 0:00 |
| 27. Deportee (Plane Wreck at Los Gatos) - The Highwaymen | not rated | 0:00 |
| 28. Me And Bobby McGee - Kris Kristofferson | not rated | 0:00 |
| 29. The Last Cowboy Song - The Highwaymen | not rated | 0:00 |
| 30. Mammas Don't Let Your Babies Grow up to Be Cowboys - Waylon Jennings & Willie Nelson | not rated | 0:00 |
| 31. Even Cowgirls Get the Blues - Johnny Cash & Waylon Jennings | not rated | 0:00 |
| 32. Nowhere Road - Waylon Jennings & Willie Nelson | not rated | 0:00 |
| 33. It Is What It Is - The Highwaymen | not rated | 0:00 |
| 34. Living Legend - The Highwaymen | not rated | 0:00 |
| 35. Love Is the Way - Johnny Cash & Waylon Jennings | not rated | 0:00 |
| 36. Live Forever - The Highwaymen | not rated | 0:00 |
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