28-year-old Cassie Moore has always played it safe, living life according to a meticulously organized master plan with no room for spontaneity. But when she loses her perfect job and finds her fiancé in bed with his ex on the same day, it's clear that The Plan has failed her. She awakens the next day from a drunken stupor to discover that she's booked herself a six-month trip to Buenos Aires, and she doesn't speak a word of Spanish. Once in Buenos Aires, Cassie is reluctantly seduced by all this glorious city has to offer. Cassie falls in with a group of other brokenhearted expats and starts a weekly Brokenheart's Club at a local bar, through which she meets Dan, a seemingly perfect man who lives life as carefully and predictably as Cassie.