Matthew McConaughey
Moondog
Martin Lawrence
Captain Wack
Stefania LaVie Owen
Heather
Donovan St V. Williams
Rasta
David Bennett
Homeless Phil
Joshua Ritter
Frank "Limp Dick"
John Morris
Cash Register Guy
Bertie Higgins
Bertie Higgins
Clinton Archambault
Lawyer
Tonya Oliver
Drug Counselor
Ricardo Matallana
Jose the Pool Boy
Debra Cohen
Tourist Mother
Alan Frankel
Tourist Father
A. Ali Flores
Neck Brace Guy
Hunter Rearden
Tourist Kid #1
Lefty Korine
Tourist Kid #2
Barry Mizerski
Pulitzer Announcer
Todd Mitchell
Lingerie's Yacht Guard #1
Devon James
Lingerie's Yacht Guard #2
Andrea Bennetti
Prostitute #1
London Seabreeze
Topless Woman #1
Dvorah Marie
Topless Woman #2
Sharon Pfeiffer
Sexy Older Woman
Daniele Cecere
Tourist Teenager
Francis Allen
Pulitzer Announcer #2
Safi El Masri
Party Guest / Beach Lifeguard (uncredited)