Vince Vaughn (Gary Grobowski)
Jennifer Aniston (Brooke Meyers)
Joey Lauren Adams (Maddie)
Ann-Margret (Wendy Meyers)
Jason Bateman (Riggleman)
John Michael Higgins (Richard Meyers)
Justin Long (Christopher)
Ivan Sergei (Carson Wigham)
Vernon Vaughn (Howard Meyers)
Elaine Robinson (Carol Grabowski)
Jane Alderman (Mrs. Grabowski)
Jacqueline Williams (Shondra)
Peter Billingsley (Andrew)
Jane Hu (Diane)
Rebecca Spence (Jen)
Mary-Pat Green (Mischa)
Keir O'Donnell (Date, Paul)
Geoff Stults (Date, Mike)
Tiffany Addison (Waitress)
Jessica Vilchis (Hot Girl)
Lisa Pace (Hot Girl)
Samantha Albert (Debbie)
Susan Messing (Tourist)
Wayne A. Brown (Tourist)
Maynard Love (Tourist)
William Dick (Waiter)
Jenna Hurt (Poker Girl)
Jessica Stramer (Poker Girl)
Ashley Giancola (Poker Girl)
Lanae Sahs (Poker Girl)
Nydia Rodriguez Terracina (Boat Tourist)
Phil Ridarelli (Boat Tourist)
Sharon Vaughn (Boat Tourist)
Rhett Miller (Old 97's)
Murry Hammond (Old 97's)
Ken Bethea (Old 97's)
Philip Peeples (Old 97's)
Gunnar Madsen (Tone Rangers)
Karl Solis (Tone Ranger)
Michael Winther (Tone Ranger)
Eric Bradley (Tone Ranger)
Paul Peterson (Tone Ranger)
Sean P. Gorecki (Tone Rangers)
Eddie Martinez (Hot Dog Vendor)
Chuck Stubbings (County Clubber)
Ryan Cowhey (Andrew Jr)
Megan Klein (Sally)
Trisha 'Star' Vargo (Riv Bartender)
Julie Adrianson Neary (Riv Ticket Taker)
Linda Cohn (ESPN Voiceover)
Judy Davis (Marilyn Dean)
Vincent D'Onofrio (Dennis Grabowski)
Jon Favreau (Johnny O)
Cole Hauser (Lupus Grabowski)