It's August of 2006 and 16-year-old Taylor Swift can only think about one thing - her debut album that is set to be released this coming October. All she wants is to make it big one day, to prove that she really can do it. To celebrate her coming achievement, her parents decide to take her and her little brother on a four week long cruise. It's over the course of this month that she encounters a blue-eyed British boy, whose family is also vacationing. What will happen when something sparks seem to fly between the pair of teenagers? What will happen when the end of the month, the end of the cruise, creeps up on them unexpectedly- when August slips away from them?