Andrew McCarthy
Clifford Godfrey
Kelly Preston
Amanda
Helen Hunt
Clare Enfield
Daniel Roebuck
Marty
Tom McFadden
Mr. Ross
Joel Murray
Bert
Liz Sheridan
Mrs. Stein
Monty Ash
Mr. Stein
Marsha Dietlein
Mrs. Lipman
Elvis Ballasteros
Sam (Chicago Bartender)
Stephen O'Connell
Drunk in Bar
Morrie Eisenman
Detective in Bar
Danny Mora
Hotel Manager
Gloria Kisel
Francine
Shawndell Bryant
Eddie
Michael Ciotti
Lumpy
Demetre Phillips
Dimitri
Christie Mellor
Mrs. Zucker
James F. Dean
Mr. Zucker
Courtland Mead
Frank Jr.
Peter Koch
Anthony
Adam Mills
Adam
Will McAllister
Elderly Diver
Pepe Serna
Dock Official
Jeff Schuetze
Hotel Messenger
Jesse Dizon
Maitre d'
Roberto Estrada
Mariachi Singer
Reni Santoni
Rueben the Bartender
Eric Scott Pearl
Photographer at Party
Kid Creole
Self
Janique Svedberg
Coconut #1
Taryn Rose
Coconut #2
Adriana Kaegi
Coconut #3
Sara Peery
Flight Attendant
Archie Hahn
Gentleman on Plane
Irene Olga López
Maid
Denny Dillon
Sunray Tours Travel Agent
Will McFadden
Stevie Johnson
Garth Yimkee
Mr. Johnson
Robin Duke
Mrs. Johnson
Brian Boru Gleeson
Larry Johnson
Linda Griffin
Woman Shopper
Keven McCauley
Target Security Guard
Ozzie Zornizer
Mexican Deejay
Lindsay Garrison
Clifford's Daughter (uncredited)