Jean-Marc Barr
— Jack Kerouac
Josh Lucas
— Neal Cassady
Kate Bosworth
— Billie
Anthony Edwards
— Lawrence Ferlinghetti
Henry Thomas
— Philip Whalen
Patrick Fischler
— Lew Welch / Dave Wain
Radha Mitchell
— Carolyn Cassady
Stana Katic
— Lenora
Balthazar Getty
— Michael McClure
Nora Kirkpatrick
— Alyson