The Highwaymen: Live at Nassau Coliseum Poster

The Highwaymen: Live at Nassau Coliseum 1990

★ 8.55 votes159 min📅 1990-03-28

Step into the shoes of country music's original outlaw legends with *The Highwaymen: Live at Nassau Coliseum (1990)*, a raw and electrifying documentary capturing one of their final legendary performances.

Director: Jon Small

Cast

Willie Nelson
Willie Nelson
Self
Waylon Jennings
Waylon Jennings
Self
Johnny Cash
Johnny Cash
Self
Kris Kristofferson
Kris Kristofferson
Self
Gene Chrisman
Self - Drums
J.R. Cobb
Self - Guitar
Bobby Emmons
Self - Keyboards
Mike Leech
Self - Bass
Mickey Raphael
Mickey Raphael
Self - Harmonica
Danny Timms
Self - Keyboards\Vocals

Frequently Asked Questions

What is The Highwaymen: Live at Nassau Coliseum (1990) about?

This 1990 concert film documents a historic live performance by The Highwaymen—a supergroup of country legends including Johnny Cash, Willie Nelson, Waylon Jennings, and Kris Kristofferson. Filmed at Nassau Coliseum, it captures their unscripted chemistry, raw performances, and the rebellious spirit that defined their music.

Who directed The Highwaymen: Live at Nassau Coliseum?

The documentary was directed by Jon Small, who helmed this concert film to preserve the live energy of The Highwaymen's iconic set.

Who stars in The Highwaymen: Live at Nassau Coliseum?

The unforgettable lineup features country icons Willie Nelson, Waylon Jennings, Johnny Cash, Kris Kristofferson, along with Gene Chrisman and J.R. Cobb.

Is The Highwaymen: Live at Nassau Coliseum (1990) worth watching?

If you love country music's golden age, this concert is a treasure. With legendary performances and restored footage, it's a nostalgic ride—but casual viewers might find the full runtime slow. A must for fans of Cash, Nelson, and Jennings.

How long is The Highwaymen: Live at Nassau Coliseum?

The concert runs for a total of 159 minutes, or just over two and a half hours of uninterrupted live music.

About The Highwaymen: Live at Nassau Coliseum (1990) — A legendary concert by country music's outlaw icons

Step into the shoes of country music's original outlaw legends with *The Highwaymen: Live at Nassau Coliseum (1990)*, a raw and electrifying documentary capturing one of their final legendary performances. Directed by Jon Small, this concert film transports viewers to Uniondale, New York, where Johnny Cash, Willie Nelson, Waylon Jennings, and Kris Kristofferson—country's most iconic supergroup—take the stage with unmatched charisma and grit. The 159-minute set delivers a nostalgic dive into their rebellious spirit, blending classic hits with behind-the-scenes camaraderie.

This isn't just a concert—it's a time capsule of an era when country music felt untamed and revolutionary. Filmed on March 14, 1990, the footage was painstakingly restored from original reels, preserving the grainy authenticity of their live energy. Whether you're a lifelong fan or a newcomer to their story, the film's blend of music, history, and unfiltered star power makes it a must-watch for any lover of American roots music.