Diane Keaton
Sara
Jeremy Irons
Lawrence Philips
Maggie Grace
Jessie
Diego Boneta
Mack
Andrew Bachelor
Captain Ritchie
Veronica Ferres
Bev
Jesse McCartney
Lenny
Melinda Hill
Svetlana / Olga
Elle King
Jordan
Chandra West
Gail Lovejoy
Caroline Portu
Liz Rafferty
Todd Stashwick
Zhopa
Andy Goldenberg
Jimmy Barton
Richard Kline
Steve
Dennis Staroselsky
Robert Barton
JinJoo Lee
Yoni
Dustin Tucker
Pilot
![Andy O'Connor]()
Andy O'Connor
Groom at Lake
![Amanda Dane]()
Amanda Dane
Bride at Lake
![Valerie Laury]()
Valerie Laury
Minister
![Rachel Wirtz]()
Rachel Wirtz
Cinderella
![Keaton Simons]()
Keaton Simons
Guitar Player
Billy Concha
Pedi Cab Guy
Paul Melendy
Randall
![Jonathan De Azevedo]()
Jonathan De Azevedo
Juan
Ava Gaudet
Jody
![Libby Collins]()
Libby Collins
Centerpiece Arranger
Dennis Dugan
Eddie Stone
![Alex Mack]()
Alex Mack
Champagne Girl
Mark Lainer
Nick Matthews
![Cailey Calisi]()
Cailey Calisi
Marcee
![Natalia Grace]()
Natalia Grace
Foreign Female Contestant
![Abbey Dubin]()
Abbey Dubin
Sharon
Gabriel Pimentel
Verne
![Becky Bass]()
Becky Bass
Gianna
![Levon Panek]()
Levon Panek
Donald
![Nick Slade]()
Nick Slade
Habib 1
![Tarek Moussa]()
Tarek Moussa
Habib 2
![Pesach Walter]()
Pesach Walter
David
Benz Veal
Michael (Smug Contestant)
Gail Bennington
Tina
![Sally Meehan]()
Sally Meehan
Meg
Courtland Jones
Waitress
![Jen Mauceri]()
Jen Mauceri
Duckboat Lady Tourist
![Victor Antolini]()
Victor Antolini
Victor
![Gary Cormier]()
Gary Cormier
Gary
![Adam Mastroianni]()
Adam Mastroianni
Baseball Cap Guy
![Maximo Duran]()
Maximo Duran
Crash Couples Cameraman
Kiara Pichardo
Girl in Bathroom
Jaison Hunter
Bert
David Bernon
Yankee Fan
![Vicky Nikollo-McCarthy]()
Vicky Nikollo-McCarthy
Yankee Fan's Wife
Brandon Scales
Gail's Cameraman
![Michael Collins]()
Michael Collins
Dr. Offerman
William Xifaras
Menny
![Kevin Wiles Jr.]()
Kevin Wiles Jr.
Ivan
![Ellen Collins]()
Ellen Collins
One of Ritchie's Ladies
![Oscar Foster]()
Oscar Foster
Carriage Driver
![Alexandra Pierre-Etienne]()
Alexandra Pierre-Etienne
Female Sax Player
![Jeff Masin]()
Jeff Masin
One Man Band
Rob Norton
Perry Blake
Whitney Meyer
Zhopa's Dance Partner
Hannah Jane Doyon
Bridesmaid (uncredited)
![Kimberly Howe]()
Kimberly Howe
Bridesmaid (uncredited)
Ineke Garbacz
Red Sox Fan (uncredited)
![Heidi Garrow]()
Heidi Garrow
Dancer (uncredited)
Janelle Feigley
Dancer / Wedding Guest (uncredited)
![Joseph Oliveira]()
Joseph Oliveira
Wedding Guest (uncredited)
![Nadezhda Russo]()
Nadezhda Russo
Woman for Ritchie (uncredited)
Forest Quaglia
Pedestrian (uncredited)
Ben Bunnag
Sushi Chef
![Christopher Mendez]()
Christopher Mendez
Svetlana's Lap Dance Patron (uncredited)
