Anna, (played by Amy Adams) hopes to get married to Jeremy (played by Adam Scot) her long time beau of four years. When he buys her a pair of earrings instead of the expected engagement ring before a business trip she learns of an Irish tradition from her father. Apparently on a leap year on February 29Th a woman can propose to her man instead of the other way around and he MUST accept or receive bad luck.
She hitches a plane to Dublin to surprise him but the weather is so horrible the plane must land. Seeking another route to Dublin she meets Declan (played by Matthew Goode) who is in danger of losing his pub. In exchange for a price he agrees to escort her to Dublin to meet her boyfriend. The problem develops, however, that during the journey, they begin to fall for one another.
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