Playlist: The Very Best of The Highwaymen
AlbumTracklist 47:37
| 1 | Silver Stallion Waylon Jennings | 3:12 | |
| 2 | American Remains Waylon Jennings | 4:07 | |
| 3 | Desperados Waiting for a Train | 4:36 | |
| 4 | Casey’s Last Ride Kris Kristofferson | 4:07 | |
| 5 | Welfare Line | 2:34 | |
| 6 | The Ballad of Forty Dollars Johnny Cash | 3:07 | |
| 7 | Don’t Cuss the Fiddle Waylon Jennings | 3:03 | |
| 8 | Big River Willie Nelson | 2:46 | |
| 9 | Against the Wind | 3:49 | |
| 10 | Eye of the Storm Willie Nelson | 3:14 | |
| 11 | The Human Condition (single version) Johnny Cash | 2:22 | |
| 12 | Living Legend Waylon Jennings | 3:58 | |
| 13 | The Greatest Cowboy of Them All Johnny Cash | 3:40 | |
| 14 | Highwayman | 3:02 |