Matthew McConaughey
Ben 'Finn' Finnegan
Donald Sutherland
Nigel Honeycutt
Alexis Dziena
Gemma Honeycutt
Malcolm-Jamal Warner
Cordell
Elizabeth Connolly
Precious Gem Crew Nurse
Harli Ames
Precious Gem Crew Member 1
Tom O'Sullivan
Precious Gem Crew Member 2
Edwina Ritchard
Precious Gen Crew Woman
Xavier Fernández
Petruchio
Nicholas Cooper
Moe's Diver
Laurence Coy
Finn's Attorney
Linda Cropper
Tess' Attorney
Clementine Heath
Co-Ed Girl 1
Ashley Cheadle
Co-Ed Girl 2
Valentino del Toro
Barman - Key West
Henry Browne
Bartender - Topsail Cay
Hannah Hutchins
Hannah (uncredited)