When the popular, restless Landon Carter is forced to participate in the school drama production he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life and also a very big secret she must keep from Landon.
Local boy Ryan Dunne, now a pitcher for Boston College, meets Tenley Parrish, the daughter of a wealthy couple who summer on the Cape. Ryan and Tenley fall in love, much to the chagrin of their families, while Ryan clings to one last hope of being discovered and signed to a pro baseball contract.