

Can once in a lifetime happen twice?
Although already in relationships, two strangers realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.
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Bridget Moynahan
Halley Buchanan

Eugene Levy
Bloomingdale's Salesman

Marcia Bennett
Mrs. Louis Trager

Eve Crawford
Mrs. Buchanan

Leo Fitzpatrick
Leasing Office Temp

Lucy Gordon
Caroline Mitchell

Lilli Lavine
Bloomingdale's Stock Girl
Michael Guarino, Jr.
Customer at Bloomingdale's

Abdul Alshawish
Customer at Bloomingdale's

Stephen Bruce
Host at Serendipity

David Sparrow
Josh's Dad

Ann Talman
Bloomingdale's Saleswoman #1

Crystal Bock
Bloomingdale's Saleswoman #2

Gary Gerbrandt
Josh

Kate Blumberg
Courtney Kansky
Ron Payne
Louis Trager

Victor A. Young
Mr. Buchanan
Reggi Wyns
Rastafarian

Evan Neumann
Kenny
Ice Skating Clip
Clip · YouTube
Official Clip - Fate at Serendipity3
Clip · YouTube
'Serendipity' (2001) On-Set.
Behind the Scenes · YouTube
'Serendipity' Interview
Behind the Scenes · YouTube
‘Escape to New York’
Clip · YouTube
‘Favorite New York Moment’
Clip · YouTube