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When Anna’s (Amy Adams) four-year anniversary to her boyfriend passes without an engagement ring, she comes to a decision to take matters into her own hands. Inspired by an Irish tradition that permits women to propose to men on Leap Day, Anna follows Jeremy (Adam Scott) to Dublin to propose to him. But after landing at the incorrect side of Ireland, she should enlist the assistance of the handsome and carefree local Declan (Matthew Goode) to get her around the country. Along the way in which, they discover that the street to like can take you to very unexpected places.