One Crazy Summer,
released in 1986, starred John Cusack, Demi Moore, and
Bobcat Goldthwaith. Cusack stars as Hoops, a high
school senior about to embark on a college career, but
only if he can get his art project done in time.
He hooks up with Cassandra (Moore) on the way to
Nantucket to brainstorm, and the rest of the movie is
about finding a way for her to save her relative's
house. Complicated plot, but funny.