| CD1 |
| 1. Highwayman | not rated | 3:04 |
| 2. Silver Stallion | not rated | 3:13 |
| 3. Johnny Cash, Waylon Jennings - The Greatest Cowboy of them all | not rated | 3:41 |
| 4. Waylon Jennings, Willie Nelson - Take It to the Limit | not rated | 3:49 |
| 5. Willie Nelson - Help Me Make It Through The Night | not rated | 4:01 |
| 6. Waylon Jennings - The Taker | not rated | 2:23 |
| 7. Waylon Jennings, Willie Nelson - Just To Satisfy You | not rated | 2:49 |
| 8. Willie Nelson - Moment of Forever | not rated | 3:52 |
| 9. Kris Kristofferson, Willie Nelson - Eye of the Storm | not rated | 3:15 |
| 10. Kris Kristofferson - The Pilgrim: Chapter 33 | not rated | 3:11 |
| 11. Johnny Cash - Sunday Morning Coming Down (Live) | not rated | 4:08 |
| 12. Kris Kristofferson, Willie Nelson - Casey's Last Ride | not rated | 4:09 |
| 13. Born and Raised in Black and White | not rated | 4:02 |
| 14. The Devil's Right Hand | not rated | 3:13 |
| 15. Johnny Cash, Waylon Jennings - There Ain't No Good Chain Gang | not rated | 3:17 |
| 16. The Road Goes On Forever | not rated | 4:40 |
| 17. Johnny Cash, Waylon Jennings - I Wish I Was Crazy Again | not rated | 2:44 |
| 18. Desperados Waiting For A Train (Live) | not rated | 4:36 |
| 1:04:15 |
| CD2 |
| 1. Waylon Jennings, Willie Nelson - Good Hearted Woman | not rated | 2:57 |
| 2. A Backstage Pass | not rated | 3:23 |
| 3. Willie Nelson, Kris Kristofferson - How Do You Feel About Foolin' Around | not rated | 2:46 |
| 4. Waylon Jennings - Luckenback, Texas (Back to Basics of Love) | not rated | 3:20 |
| 5. Johnny Cash - The Night Hank Williams Came to Town | not rated | 3:24 |
| 6. Kris Kristofferson - If You Don't Like Hank Williams | not rated | 3:31 |
| 7. Waylon Jennings - Are You Sure Hank Done It This Way | not rated | 2:56 |
| 8. Big River | not rated | 2:47 |
| 9. Deportee (Plane Wreck at Los Gatos) | not rated | 3:47 |
| 10. Kris Kristofferson - Me and Bobby McGee | not rated | 4:12 |
| 11. The Last Cowboy Song | not rated | 3:10 |
| 12. Waylon Jennings, Willie Nelson - Mammas Don't Let Your Babies Grow Up to Be Cowboys (Remastered) | not rated | 2:34 |
| 13. Johnny Cash, Waylon Jennings - Even Cowgirls Get the Blues | not rated | 3:03 |
| 14. Waylon Jennings, Willie Nelson - Nowhere Road | not rated | 2:44 |
| 15. It Is What It Is | not rated | 3:40 |
| 16. Living Legend | not rated | 4:00 |
| 17. Johnny Cash, Waylon Jennings - Love Is the Way | not rated | 2:30 |
| 18. Live Forever | not rated | 2:47 |
| 57:39 |
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