The Highwaymen – The Very Best Of

The Highwaymen – The Very Best Of

Bringing together four of country music’s most legendary voices — Johnny Cash, Willie Nelson, Waylon Jennings, and Kris Kristofferson — The Very Best Of captures the rugged spirit and storytelling power of one of country music’s greatest supergroups.

Formed during the height of the outlaw country movement, The Highwaymen combined decades of songwriting experience, unmistakable voices, and rebellious authenticity into a catalogue that blended traditional country with folk, Americana, and western themes. This compilation gathers many of their best-loved recordings, showcasing both the camaraderie and individuality that made the group so iconic.

The title track Highwayman remains one of country music’s defining collaborative recordings — a sweeping, mystical ballad that perfectly suits the distinctive vocal performances of all four members. Elsewhere, songs like Silver Stallion, Desperados Waiting For A Train, and The Road Goes On Forever lean into themes of freedom, ageing, friendship, and life on the road, while live recordings such as City Of New Orleans and Big River capture the warmth and chemistry of the group’s stage performances.

The compilation balances outlaw grit with reflective songwriting, moving from hard-travelling tales and cowboy imagery to deeply human songs about memory, hardship, and legacy. Tracks like American Remains and Living Legend particularly highlight the emotional depth and weathered realism that defined The Highwaymen’s music.

A timeless collection for country fans and Americana collectors alike, The Very Best Of stands as both a celebration of four legendary solo careers and a testament to the enduring power of outlaw country music.

Tracklist:

1. Highwayman
2. Silver Stallion
3. Desperados Waiting For A Train
4. City Of New Orleans (Live)
5. Big River (Live)
6. The Last Cowboy Song
7. Live Forever
8. Born And Raised In Black And White
9. One Too Many Mornings
10. The Road Goes On Forever
11. American Remains
12. Against The Wind
13. Living Legend
14. Deportee (Plane Wreck At Los Gatos)
15. Welfare Line
16. The King Is Gone (So Are You) (Live)