Breakfast at Tiffany's (1961)
What happens: Paul (George Peppard), a writer, falls in love with his glamorous-but-neurotic new neighbor Holly Golightly (Audrey Hepburn).
Notable spots: As indicated by the title, Holly eats the most important meal of the day outside the window of the titular jewelry store, Tiffany & Co. (below), on Fifth Avenue at 57th Street. Her apartment building is located at 169 E. 71st St.
Pro tip: Find great pastries to eat outside the Tiffany's window at Zibetto Espresso Bar, just about an avenue block from the store.

Buy it on DVD.

Photo: Will Steacy