Peter Coyote
Narrator (voice)

Jeff Daniels
Ernest Hemingway (voice)

Michael Kitakis
Himself – Writer

Mary Dearborn
Herself – Biographer

Susan Beegel
Herself – Literary Scholar

Marc Dudley
Himself – Literary Scholar

Patrick Hemingway
Himself – Hemingway's Second Son

Patricia Clarkson
Grace Hemingway (voice) / Pauline Pfeiffer (voice)

Keri Russell
Dorothy Parker (voice) / Elizabeth Hadley Richardson (voice)

Mary-Louise Parker
Marcelline Hemingway (voice) / Mary Hemingway (voice)

Olivia Gilliatt
Agnes Von Kurowsky (voice)

Dave Quay
F. Scott Fitzgerald (voice)

Josh Lucas
The New Republic (voice)

Joe Morton
Ralph Ellison (voice)

Meryl Streep
Martha Gellhorn (voice)

Arlo Hill
Gregory Hemingway (voice)