Tired of her bandleader husband's philandering ways, Ann Devereaux (Renée Zellweger) packs her sons, Robbie and George (Logan Lerman), into their 1953 Cadillac and hits the road in search of a new man who can bankroll their future. Finding a new mate is not as easy as she thought, however, and as time and miles roll on, George begins to resent life on the road and his mother's seemingly selfish choices.