City girl Anna (Amy Adams Amy Adams) and boyfriend Jeremy (Adam Scott Adam Scott) have been in love for four years, applying for a noble house in Boston's top luxury neighborhood. Anna thought Jeremy was going to propose to her. disappointed, she followed her father's advice and flew to Dublin, the capital of Ireland, to propose to Jeremy at a medical conference in Dublin on February 29 in a leap year. Unexpectedly, the plane encountered turbulence and forced to land in Cardiff, Wales. Anna hires a boat from Cardiff to sail to Dingle Peninsula, Ireland, where she stays at the seaside hotel of local youth Declan (Matthew Gudi Matthew Goode). Declan agreed to drive Anna to Dublin the next day, and the two quarreled with each other all the way. The dispute also encountered car breakdowns, torrential rain, delays, pretending to be husband and wife to stay at the farmhouse and other hilarious events, but this pair of enemies also get to know each other in constant friction. February 29th finally arrived, who is Anna's heart to trust?