Watch One Crazy Summer
- 1 hr 29 min
One Crazy Summer is a lighthearted comedy movie from 1986 starring John Cusack and Demi Moore. Hoops McCann (Cusack) and his friends are spending the summer hanging out around the island of Nantucket, Massachusetts after high school graduation. During their summer escapades they meet Cassandra Eldridge (Moore). They learn Cassandra is a singer who is fighting to keep her grandmother's property from being taken over by a group local developers who want to own her property. It all comes down to a bet made between Hoops and the developer's son, Beckersted, who makes his presence known as often as he can. If Hoops wins the annual boat race in the harbor, Cassandra's grandmother keeps her property. The group of friends find an old haggered boat to fix up and race against Beckersted's son. Hoops and Cassandra become close and experience what a summer romance really is about.