One Crazy Summer is a 1986 romantic comedy film written and directed by Savage Steve Holland, and starring John Cusack, Demi Moore, Bobcat Goldthwait, Curtis Armstrong and Joel Murray. The original film score was composed by Cory Lerios.
Hoops McCann, a recent high school graduate, fails to get a basketball scholarship, disappointing his parents. He hopes to be admitted to the Rhode Island School of Design, and must write and illustrate a love story for his application. He joins with his friends, siblings George and Squid Calamari, to spend the summer on the island of Nantucket, Massachusetts. En route, they pick up a young rock singer named Cassandra Eldridge, who is pursued by a motorcycle gang at the time. Once on the island, Hoops and George, along with his island friends the Stork twins and Ack-Ack Raymond, must help Cassandra save her grandfather's house from the greedy Beckersted Family. Along the way, Hoops must find a way to write his cartoon love story.
Hoops runs afoul of Teddy Beckersted and his neglected girlfriend, Cookie. She secretly offers Hoops a date, even though he promised to appear at Cassandra's first performance, which proves to be unsuccessful. They go to a drive-in that night, to which Teddy's friend Ty sees them and notifies Teddy. Meanwhile, Egg gets stuck in a Godzilla costume and causes havoc at Beckersted's promotional party for the Beckersted Estates (which would be located at the spot of Cassandra's grandfather's house). Hoops, George, Egg, and Ack-Ack run into Teddy and his friends. As he threatens them, Cassandra appears and offers an impromptu basketball challenge between him and Hoops; Teddy dominates and Hoops fails. After spraying Teddy and his friends with mace, Cassandra is upset that Hoops did not appear for her performance and lied that he was a good basketball player.
In an effort to make up to her, Hoops and his friends make promotions of her next performance, which turns out to be a big success and Cassandra forgives him. However, Aguilla immediately forecloses the house before it could be saved. Not wanting to be defeated, Ack-Ack proposes they take part in the local regatta, despite Hoops' fears of getting on boats. Nevertheless, they find and renovate an old boat to use. The regatta starts with the teams using paddles, then sails. Teddy's team recklessly injures a member of one team and Ack-Ack jumps into the water to save him. Aguilla, having stowed away on Teddy's boat, sabotages Hoops' sail with his crossbow. In order to repair the mast, Hoops successfully shoots the new guy line into the mast and they continue onward. Before Aguilla could shoot the mast again, he is thrown overboard by Squid operating a mechanical dolphin from a nearby movie set, as retaliation for when he kicked her beloved dog earlier. When the teams use the motors, Hoops and his team win after using Teddy's car engine as their motor (after he had earlier punched Clay, much to Egg's anger).
Hoops and his friends celebrate the victory - they are awarded the prize, Squid's dog turns out okay (after giving birth to puppies), George hooks up with Cookie, and Ack-Ack is praised by his father for his heroic deed. Despite winning, Hoops offers the prize to Teddy if he spares Cassandra's house, but Teddy immediately backs out on his promise. However, Old Man Beckersted (father of Aguilla and grandfather of Teddy) gives back the prize and spares Cassandra's house, stating he wasn't going to "put a dime" in the Beckersted Estates; he then drags Teddy away by his ear.
With the prize returned and the house spared, Hoops and Cassandra kiss, and she inspires a love story for his application. In the final scene, George's uncle Frank (having been driven insane every summer for trying to win a $1 million prize from a radio contest) finally wins, but his phone gets disconnected and his prize is given away to someone else; he snaps and promptly uses a rocket launcher to blow up the radio station, just as the Stork twins arrive and head to the fiery remains to roast marshmallows.
- John Cusack as Hoops McCann
- Demi Moore as Cassandra Eldridge
- Curtis Armstrong as Ack Ack Raymond
- Bobcat Goldthwait as Egg Stork
- Joel Murray as George Calamari
- William Hickey as Old Man Beckerstead
- Joe Flaherty as General Raymond
- Mark Metcalf as Aquilla Beckerstead
- John Matuszak as Stan
- Kimberly Foster as Cookie Campbell
- Matt Mulhern as Teddy Beckerstead
- Rich Little as Radio contest DJ
- Tom Villard as Clay Stork
- Jeremy Piven as Ty
- Rich Hall as Wilbur, Gas station attendant
- Taylor Negron as Taylor, Gas station attendant
- Billie Bird as Grandma Calamari
- Bruce Wagner as Uncle Frank
Several locations on Cape Cod, Massachusetts were used for the film: Pope John Paul II High School (as Generic High School), Hyannis West Elementary School (as Generic Elementary), the Woods Hole, Martha's Vineyard And Nantucket Steamship Authority ferry dock in Woods Hole, where the characters board the ferry, and the motorcycle gang leader jumps his motorcycle into the water. The internal scene of the gas station bathroom were shot on a stage built in the MBL Club in Woods Hole. The inside of General Raymond's Army-Navy store is Mass Bay Company, located at 595 Main Street, Hyannis, Massachusetts. The Stork brothers' gas station is the (then-Amoco) located at 1098 Main Street in Dennis, Massachusetts.
Hoops McCann is named after the protagonist in Steely Dan's song "Glamour Profession" from the Gaucho album, who is introduced as a basketball aficionado.
Savage Steve Holland was reportedly upset with Gene Siskel and Roger Ebert's criticism of his earlier film Better Off Dead, which led to the gag with the two bunnies that get blown up at the end of the movie who resemble the movie critics.
Nina Darnton of The New York Times wrote, "In spite of the director's flair for zany humor, this film is just absurd." Pat Graham of the Chicago Reader found it "Not a bad film, and certainly more polished than Holland's Better Off Dead debut, though it's marred by unevenness and the director's ineradicable penchant for infantile clowning." The film maintains a 60% score at Rotten Tomatoes, based on 15 reviews.