| 1. Intro - Highwaymen | not rated | 3:22 |
| 2. Mama, Don't Let Your Babies Grow Up to Be Cowboys | not rated | 2:27 |
| 3. Spoken - Country Music and Texas | not rated | 0:29 |
| 4. Trouble Man | not rated | 3:16 |
| 5. Amanda | not rated | 2:27 |
| 6. Spoken - Waylon is Your Friend | not rated | 1:06 |
| 7. Ain't No Good Chain Gang | not rated | 3:24 |
| 8. Ring of Fire | not rated | 2:41 |
| 9. Spoken - First Job I Ever Had | not rated | 1:38 |
| 10. Folsom Prison Blues | not rated | 3:30 |
| 11. Help Me Make it Through the Night | not rated | 4:20 |
| 12. Spoken - Kris is a Songwriter | not rated | 0:46 |
| 13. Best of All Possible Worlds | not rated | 3:48 |
| 14. City of New Orleans | not rated | 5:00 |
| 15. Spoken - How We Picked the Songs | not rated | 0:31 |
| 16. Always on My Mind | not rated | 2:50 |
| 17. Silver Stallion | not rated | 3:15 |
| 18. Last Cowboy Song | not rated | 3:04 |
| 19. They Killed Him | not rated | 4:20 |
| 20. Living Legend | not rated | 3:26 |
| 21. Spoken - First Time I Heard Bobby Mcgee | not rated | 0:26 |
| 22. Me and Bobby Mcgee | not rated | 4:22 |
| 23. Spoken - Johnny is Larger Than Life | not rated | 0:30 |
| 24. Ragged Old Flag | not rated | 3:48 |
| 25. Spoken - Waylon is the Original | not rated | 0:27 |
| 26. Are Your Sure Hank Done it This Way | not rated | 2:15 |
| 27. Spoken - Willie is a Survivor | not rated | 0:38 |
| 28. Night Life | not rated | 4:34 |
| 29. Desperados Waiting for a Train | not rated | 4:40 |
| 30. Spoken - Why "Big River" Was Chosen | not rated | 0:38 |
| 31. Big River | not rated | 3:04 |
| 32. Spoken - Willie is Laid Back | not rated | 0:47 |
| 33. Boy Named Sue | not rated | 3:51 |
| 34. Why Me (Lord) | not rated | 3:41 |
| 35. Luckenbach, Texas | not rated | 3:16 |
| 36. Spoken - The Road | not rated | 0:36 |
| 37. On the Road Again | not rated | 4:09 |
| 1:37:22 |
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