8Roman Holiday (1953)

Audrey Hepburn and Gregory Peck riding through the streets of Rome on a Vespa is the definition of cinematic magic.
Roman Holiday not only celebrated Italy’s capital, but Hepburn’s simple yet chic wardrobe — designed by Edith Head and inspired by European style — revolutionized Hollywood fashion. The film’s depiction of Roman architecture, culture, and gelato-fueled escapades helped solidify Italy as the eternal muse of Hollywood.