Julia Stiles
Shirley MacLaine
Alessandro Nivola
Randy Quaid
Edward Atterton
Azura Skye
Mika Boorem
Jennifer Coolidge
Alan Thicke
John Capodice
Julia Stiles as Carolina Mirabeau
Shirley MacLaine as Grandma Millicent Mirabeau
Alessandro Nivola as Albert Morris
Randy Quaid as Theodore 'Ted' Mirabeau
Edward Atterton as Heath Pierson
Azura Skye as Georgia Mirabeau
Mika Boorem as Maine Mirabeau
Jennifer Coolidge as Aunt Marilyn
Alan Thicke as Perfect Date host
John Capodice as Ernie the Cook
Lisa Sheridan as Debbie
Ambyr Childers as Young Carolina
Daveigh Chase as Young Georgia
Lauri Johnson as Susan the Waitress
Michael Panes as John