Jackie Kennedy (no, not that one) loses her job, her boyfriend, and her apartment in one fell swoop, so she loads her life into a van and hits the road. Shorn of everything, Jackie wanders until she happens upon a kindred spirit in the form of Marjorie Dean, a fellow "van-lifer" to show her the rules of the road. Jackie's travels trace a path through the west, from a massive gathering in the woods of Oregon to Thanksgiving in the middle of the Arizona desert to an accidental acid trip at a house party in Denver. Through it all, Jackie learns to live for the simple things in life - a few good friends, a dog by her side, and a full tank of gas to get her to her next adventure.