Goofy's Son, Max, is haunted by the notion that he may grow up to be just like his dad: Clumsy, dorky, and well... goofy. Max wants to prove to the world he's not his father, and on the last day of school hatches a plan to show everybody just how cool he is: while the principal makes his speech to suggest what kids should do over their summer vacation, Max interrupts with his impression of the hottest rock star sensation: Powerline. Before being dragged away by the now-furious school faculty, in his desperation Max accidentally declares that he will be joining Powerline in concert - on stage - all the way on the other side of the country.
Goofy is surprised to hear from the school that Max has been acting out, and is unsure what to do about it as Max is nothing but cold and distant to his father. Co-worker and next door neighbor Pete convinces Goofy that Max isn't merely acting out, but that this is the first step down a road that ends with Max as a degenerate criminal, destined for the electric chair. Pete's advice to Goofy is to watch Max like a hawk and control every aspect of his life, and there's no better way to do that than a cross-country father-son road trip - something Pete himself plans on doing with his own son (and Max's friend) PJ.
At first, Max is reluctant to join his father, but when he finds out that the planned road trip route could possibly bring him within spitting distance of the aforementioned Powerline concert, he decides to play along in order to prove to the world that he's not just a goof after all.