Douglas McGrath

Alan Quimp

John Turturro

Crocker Johnson

Alan Cumming

General Batista

Sigourney Weaver

Daisy Quimp

Anthony LaPaglia

Fidel Castro

Jeffrey Jones

Senator Biggs

Paul Guilfoyle

Officer Hickle

Denis Leary

Officer Fry

Ryan Phillippe

Petrov

Terry Beaver

Mr. Judge

Sean Dugan

Skull and Bones Waiter

Grant Walden

Older Man

John Randolph Jones

Fobbs

Reathel Bean

Senator Farwood

Harriet Koppel

Stenographer

Kim Merrill

Woman in Line

Merwin Goldsmith

Mr. Brisk

Heather Matarazzo

Nora

Nathan Dean

Younger Man

Kathleen Chalfant

Mother Quimp

Larry Clark

Fred Quimp

Sandy McGrath

Tom Quimp

Frank Brosens

Chuck Quimp

Luis Placer

Man on the Beach

Noberto Kerner

Cuban Waiter

Jane Read Martin

Betty Crichton

Liz Welch Tirrell

Sally Smith

Octavio Gómez Berríos

Field Worker

Darlena Tejeiro

Rosa

Raul Aranas

Guard 1

José Ramón Rosario

Audience Member

Andrew Driscoll

The Lifeguards (Band Member)

Meredith Patterson

Marilyn Monroe

Bill Greenlee

The Lifeguards (Band Member)

David McKinley

The Lifeguards (Band Member)

Mateo Gómez

Aide

Matt Ross

Danny

John McDonnell

Emissary (Gorbachev)

Pablo Cunqueiro

Cuban Man

Tuck Milligan

President Kennedy

Susanna Hobrath

JFK's 3:30

Lisa Ganz

JFK's 3:30

Susan Stout

JFK's 3:30

Steven Banks

Officer Emmons

Brian Nelson

The Lifeguards (Band member)

Woody Allen

Lowther (uncredited)

Jason Antoon

Croupier (uncredited)