An in depth look at the world of Parrot Heads, the loyal fan base of Jimmy Buffett.

Recorded live at the Coconut Grove in Los Angeles, Roy is joined by an eclectic ensemble of rock and roll superstars including Jackson Browne, Elvis Costello, T-Bone Burnett, J.D. Souther, Jennifer Warnes, k.d. lang, Bonnie Raitt, Bruce Springsteen and Tom Waits.

Trucker Rubber Duck and his buddies Pig Pen, Widow Woman and Spider Mike use their CB radios to warn one another of the presence of cops. But conniving Sheriff Wallace is hip to the truckers' tactics, and begins tricking the drivers through his own CB broadcasts. Facing constant harassment from the law, Rubber Duck and his pals use their radios to coordinate a vast convoy and rule the road.

Drunken, has-been rock star John Norman Howard falls in love with unknown singer Esther Hoffman after seeing her perform at a club. He lets her sing a few songs at one of his shows and she becomes the talk of the music industry. Esther's star begins to rise, while John's continues to fall. She tries desperately to get John to sober up and focus on his music, but it may be too late to save him.