Anna decides to propose to her boyfriend, Jeremy, in Dublin on Leap Day, following an Irish tradition. When her flight gets disrupted, she enlists the help of Declan, a gruff innkeeper, to reach Dublin on time.
During their journey, Anna and Declan face numerous obstacles, from car troubles to being robbed, forcing them to rely on each other. As they spend time together, they develop a connection, even though Anna remains focused on her plan to propose.
Upon reaching Dublin, Anna realizes that Jeremy sees marriage as a convenience rather than a romantic commitment. She begins to question her choices after experiencing a deeper connection with Declan.
In the end, Anna returns to Ireland and confesses her feelings to Declan. He proposes to her in a heartfelt way, and they embark on a new journey together, filled with love and adventure.