Playing It Cool was filmed in San Francisco, United States of America.
Pier 14
In movie
Scene where The heart of 'Me' dances on the pier.
Real
Scene was shot Pier 14 has public artwork, open, breezy walkway, welcoming chairs and stunning views of the Bay Bridge, the East Bay, Treasure Island and if you walk all the way to the end, the San Francisco Skyline.
Long Avenue - Golden Gate Bridge
In movie
Scene where Me searching the city for heart sculptures to find the location of Her's wedding.
Real
Scene was shot The Golden Gate Bridge is a suspension bridge spanning the Golden Gate, the one-mile-wide (1.6 km) strait connecting San Francisco Bay and the Pacific Ocean.
The bridge is one of the most internationally recognized symbols of San Francisco, California, and the United States.
San Francisco
Golden Gate Bridge
Rincon Park
In movie
Scene where ** spoiler alert **
Me tries to stop her from getting married but he's too late.
Real
Scene was shot Rincon Park has nice groomed patches of grass along its promenade and there is a large sculpture of a Bow and Arrow known as "Cupid's Span"; in addition, the view of the Bay Bridge is unforgettable!
Cupid's Span is an outdoor sculpture by married artists Claes Oldenburg and Coosje van Bruggen made of fiberglass and steel.
The piece resembles Cupid's bow and arrow, drawn, with the arrow and bow partially implanted in the ground; the artists stated that the piece was inspired by San Francisco's reputation as the home port of Eros, hence the stereotypical bow and arrow of Cupid.