Romance Comedy Drama
Doesn't every girl dream of getting... something from Tiffany's? On 5th Avenue in New York City, where nothing compares to the magic and excitement of the holidays, where the streets blaze with lights, and windows dazzle, a special box from Tiffany could change the course of a person's life. Or several lives. Rachel and Gary are happy enough but not quite ready for that big commitment. Ethan and Vanessa, the perfect picture, are just about to make it official. When a simple mix-up of gifts causes all of their paths to cross, it sets off a series of twists and unexpected discoveries that lead them where they're truly meant to be. Because love -- like life -- is full of surprises.
Directed by
Daryl Wein
Written by
Tamara Chestna
Reese Witherspoon
Zoey Deutch
Rachel Meyer
Shay Mitchell
Vanessa
Ray Nicholson
Gary Wilson
Leah Sava Jeffries
Daisy
Rose Abdoo
Muriel
Jojo T. Gibbs
Terri Blake
Javicia Leslie
Sophia
Michael Roark
David (aka Tall Man)
Jon Daly
Tattoo Customer (uncredited)
Marshall Manesh
Hot Dog Vendor (uncredited)
Stephanie Suganami
Tiffany Saleswoman
AlgeRita Wynn
Nurse Rita
Kendrick Sampson
Ethan Greene
Marcia Haufrecht
Customer #2
Lyman Chen
Cabbie
Lissa Pallo
Doctor
Pason
Cafe Patron (uncredited)
Ray Iannicelli
Customer #1
Chido Nwokocha
Brian Harrison
Morgan Lennon
Gillini Shop Worker
Michael Heidemann
Bartender (uncredited)
Ronelle Thomas
EMT
Berni Rodríguez
Tattoo Receptionist
David L. Bennett
Bike Messenger
LaNora Terraé Hayden
Hospital Staffer

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