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Tired of waiting for her straitlaced boyfriend to propose, Anna decides to take a big risk and take matters into her own hands. When she learns of an old Celtic tradition in which women propose to their suitors on Leap Day, Anna plans to meet him in Ireland on Leap Day and pop the question herself. Upon arriving, however, every part of Anna's plan goes off the rails, and she enlists the help of Declan, a grumpy rural innkeeper, to take her to Dublin. Along the way, Anna and Declan connect unexpectedly, leading Anna to reevaluate what she really thinks love is supposed to be like.