Since his dad (NEIL FLYNN) works for the justice department, 14-year-old Roy Eberhardt (LOGAN LERMAN) is used to moving all around the country with him and Roy's mother (KIERSTEN WARREN). The latest move takes them from Montana to Coconut Grove, Florida, meaning he's once again the new kid at school.
That doesn't escape the attention of school bully Dana Matherson (ERIC PHILLIPS) who roughs him up on the bus and calls him "cow girl." Roy finds a friend in fellow student Garrett (DEAN COLLINS) and an easygoing teacher in the form of Mr. Ryan (JIMMY BUFFETT), but is more interested in a barefoot kid he saw running by his bus. Accordingly, he nearly runs over jock Beatrice Leep (BRIE LARSON) while racing off to see who the boy is and where he's headed in such a hurry.
At the same time, construction foreman Curly Branitt (TIM BLAKE NELSON) is having a devil of a time with some prankster who keeps pulling up his survey stakes at the construction site for the next Mother Paula's Pancake House. The latest addition to the chain is important for regional manager Chuck Muckle (CLARK GREGG), and he doesn't care what problems Curly might be encountering. Wanting to be there for the groundbreaking with Kimberly (JESSICA CAUFFIEL) -- the public face of Mother Paula -- and Mayor Grandy (ROBERT WAGNER), Chuck puts pressure on Curly to deal with his interloper.
Little does he or local police Officer David Delinko (LUKE WILSON) realize that their troublemaker is none other than Mullet Fingers (CODY LINLEY), the same kid Roy earlier saw running. Beatrice, who just so happens to be the runaway's stepsister, isn't happy that Roy is nosing around, but accepts him once he realizes he means Mullet Fingers no harm. Soon, Roy joins them in trying to stymie progress at the construction site, not only to protest the continued loss of open natural space, but also to protect a group of burrowing owls that have made that land their home.