Matthew Perry as Joe Tyler

Elizabeth Hurley as Sara Moore

Vincent Pastore as Tony

Bruce Campbell as Gordon Moore

Cedric the Entertainer as Ray Harris

Amy Adams as Kate

Terry Crews as Vernon

Jerry Stiller as Milton the Cop

Marshall Bell as Warren Cebron

Derek Southers as Bouncer

Robin McGee as Jimmy the Elevator Operator

Brent Duncan as Blackjack Dealer

Eli Jacques as Woman at Blackjack Table

John Wayne Shafer as Pit Boss

Joe Viterelli as Fat Charlie

Vince Cecere as Aldo

Tony Longo as Petey

Roderick Watson as Kid with Walkie Talkie

Georgia Foy as Ray's Secretary

Marie Miranda as Elderly Woman in Elevator

Alaina Huffman as Spa Receptionist

Heather Hunt as Swamp Thing at Spa

Melinda Renna as Saleswoman in Boutique

Maria Arita as Reservations Clerk

Mary Lyons as Amanda

Jim Wilkey as Bus Driver

Hal Rawley as Judge

Coati Mundi as Miami Cab Driver

Julio Cesar Cedillo as Marriott Hotel Clerk

Andrew Wilson as Mr. Andrews

John Rawley as Moore Company Employee

Robert D. McTeer as Moore Company Executive

Ouida White as Doris

Paul Schulte as Man in Wheelchair

Kelley Saunders as Denise the Ticket Agent

Cheryl Toma Sanders as Japanese Interpreter

Paul Fujimoto as Japanese Businessman

Don Pirl as Cowboy

Wally Welch as Cowboy

Toby Metcalf as Cowboy

Ramsey Williams as Nurse

Mirelly Taylor as Maria

Libby Villari as Cowgirl Waitress

Amanda Denton as Tony's Flight Attendant

Court Young as Arena Ticket Collector

David Scott Heck as Rusty the Scoreboard Guy

Rick Morrow as Man in Crowd

Nikki Ziering as Gordon's Trainer

Mike Judge as Motel Clerk (uncredited)