Matthew McConaughey as Moondog

Snoop Dogg as Lingerie

Isla Fisher as Minnie

Jimmy Buffett as Himself

Zac Efron as Flicker

Martin Lawrence as Captain Wack

Stefania LaVie Owen as Heather

Jonah Hill as Lewis

Donovan St V. Williams as Rasta

David Bennett as Homeless Phil

Joshua Ritter as Frank "Limp Dick"

John Morris as Cash Register Guy

Jo Marie Payton as Judge

Leah Van Dale as Samantha

Ricky Diaz as Jonathan

Bertie Higgins as Bertie Higgins

Clinton Archambault as Lawyer

Joshua Rosen as Reporter

Tonya Oliver as Drug Counselor

Chela Arias as Cuban Maid

Ricardo Matallana as Jose the Pool Boy

Karla Goodwin as Maria

Debra Cohen as Tourist Mother

Alan Frankel as Tourist Father

A. Ali Flores as Neck Brace Guy

Hunter Rearden as Tourist Kid #1

Lefty Korine as Tourist Kid #2

Barry Mizerski as Pulitzer Announcer

Todd Mitchell as Lingerie's Yacht Guard #1

Devon James as Lingerie's Yacht Guard #2

Andrea Bennetti as Prostitute #1

Jenny Ariza as Prostitute #2

London Seabreeze as Topless Woman #1

Dvorah Marie as Topless Woman #2

Arthur Bivens as Priest

Sharon Pfeiffer as Sexy Older Woman

Sandro Paes as Tuba Player

Dustin Greer as Robber

Daniele Cecere as Tourist Teenager

Francis Allen as Pulitzer Announcer #2

Safi El Masri as Party Guest / Beach Lifeguard (uncredited)