| Directed by | ||
|---|---|---|
 | Dennis Dugan | |
| Starring | ||
|---|---|---|
 | Maggie Grace | Jessie |
| Jeremy Irons | Lawrence Philips |
 | Diane Keaton | Sara |
| Diego Boneta | Mack |
| Todd Stashwick | Zhopa |
| Dennis Dugan | Eddie Stone |
| Jesse McCartney | Lenny |
| Chandra West | Gail Lovejoy |
| Veronica Ferres | Bev |
| Andrew Bachelor | Captain Ritchie |
| Richard Kline | Steve |
| Elle King | Jordan |
| Kimberly Howe | Bridesmaid |
| Melinda Hill | Svetlana / Olga |
| Rob Norton | Perry Blake |
| David Bernon | |
| Caroline Portu | Liz Rafferty |
| Ava Gaudet | Jody |
| Nadezhda Russo | Woman for Ritchie |
| William Xifaras | Menny |
| Courtland Jones | Waitress |
| Levon Panek | Donald |
| Heidi Garrow | Dancer |
| Kiara Pichardo | Girl in Bathroom |
| Mark Lainer | Nick Matthews |
| Dustin Tucker | Pilot |
| Whitney Meyer | |
| Forest Quaglia | Pedestrian |
| Janelle Feigley | Dancer - Wedding Guest |
| Arthur Hiou | Tuxedo Family Member |
| Erin Rose | Bridesmaid |
| Keaton Simons | Guitar Player |
| Gail Bennington | Tina |
| Christy Matino | Cinderella's Friend |
| Austin Simone | Sleeveless Tuxedo Guy |
| Dennis Staroselsky | Robert Barton |
| Jonathan De Azevedo | Juan |
| Joseph Oliveira | Wedding Guest |
| C.G. Alexander | Featured Wedding Guest |
| Cassidy Neal | |
| Andy Goldenberg | Jimmy Barton |
| Paul Melendy | Randall |
| Rob Levesque | Crash Date Participant |
| Sally Meehan | Meg |
| Billy Concha | Pedicab Guy |
| JinJoo Lee | Yoni |
| Ellen Collins | Ella (Ritchie's Fan) |
| Jeff Bouffard | Boston Police Officer |
| Adam Desautels | Game show audience member |
| David Arthur Sousa | The Worst Dancer in the Wedding Scene |
| Derek Mellor | Wedding Guest |
| Libby Collins | The Arranger |
| Tarek Moussa | Habib |
| Pesach | David |
| Abbey Dubin | Sharon |
| Hannah Jane Doyon | Bridesmaid |
| Elaine Victoria Grey | Villager - Beach Pedestrian |
| Michael Balzano III | Campaign Manager |
| Becky Bass | Gianna |
| Rachel Wirtz | Cinderella |
| Brandon Scales | Gail's Cameraman |
| Benjamin Mohr | Wedding Guest |
| Kevin Wiles Jr. | Ivan |
| Ineke Garbacz | Red Sox fan |
| Natalia K. Grace | Alana |
| Francisco Marquez | Newscaster / Reporter |
| Benz Veal | Michael ( Smug Guy Contestant) |
| Gavin Walker | Self - Duck Boat Passenger |
| Valerie Laury | Minister |
| Meg Fox | Catering Bartender / Woman for Ritchie |
| Donna Ognibene | Party Goer |
| Abigail Gonzalez | Pedestrian |
| Jimmy Pemberton | Drummer |
| Stevie Costa | Wedding Guests |
| James L. Leite | Bar Patron |
| Ben Bunnag | Sushi chef |
| Marissa McInnes | Cafe Patron |
| Ken Kansky | Wedding Guest |
| Cailey Calisi | Marcee |
| Madison Donlan | City Student |
| Robert Scalisi | Lakeside Father of the Bride |
| Timothy Lawson | Keyboardist |
| Chris Robblee | Gameshow Contestant |
| Ysabella Hernandez | Child Extra |
| Adam Vera | Party guest |
| Amanda Dane | Bride By The Lake |
| Mely Wu | Contestant |
| Anthony Jon | Lakeside Groomsman |
| Christian Cibotti | Cab Driver |
| Jaison Hunter | Bert |
| Jed Griswold | Bar Patron |
| Colin McIsaac | Film Crew |
| Maximo Duran | Crash Couples Cameraman |
| Bobby Coleman | Bike Messenger (Photos / Art) |
| Alyssa Mae Walsh | Duck Boat Kid |
| Laurie Kwiatkowski | Pedestrian |
| Christin Rills | Pedestrian |
| Alexander M. Akerblom | Wedding Guest |
| Kevin Cahill | Groomsman |
| Andy O'Connor | Groom at Lake |
| Ian Wallace | Italian Restaurant Waiter |
| Jennifer Mattice | Bar patron |
| Will Kellar | Wedding Guest; Stand-in |
| Amanda Laurelle Schiffer | Cinderella's Friend |
| Michael Cunningham | Extra |
| Alexandria Pierre-Etienne | Sax player |
| Amanda Anthony | Woman for Ritchie |
| Mateo Philip Arnold | Pedestrian |
| Julia Bechler | Woman for Ritchie |
| Nicole Despotopulos | Pedestrian |
| Bob Gallagher | Wedding Guest |
| Hussein Hammouda | Person |
| Ian Dylan Hunt | Bostonian |
| Catherine Hunter | Pedestrian |
| Je Taime Nissi | Woman for Ritchie / Pedestrian |
| Anne Reardon | Wedding guest |
| Susan Wilson | Driver |
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