After his father sells their family's struggling roof cleaning business, Cash Dawkins is offered the chance to start a new life in Florida. Leaving Washington with nothing but his motorcycle and what few things his saddlebags will carry, he embarks upon a 4,000 mile journey across the continent, only to find that he is not traveling alone. When Cash discovers that his younger brother Charley has run away from home and high school and is following on his own small motorcycle, the trip takes on a new dimension. Besieged by weather, women, whiskey, and the grueling realities of the road, Cash and Charley learn that destinations are not promises, and that the path less traveled is not always by choice.