When Chinese filmmaker Nanfu Wang first came to America, Florida seemed like an exotic frontier full of theme parks, prehistoric swamp creatures, and sunburned denizens. As she travels wide-eyed from one city to another, she encounters Dylan, a charismatic young drifter who left a comfortable home and loving family for a life of intentional homelessness. Fascinated by his choice and rejection of society's rules, Nanfu follows Dylan with her camera on a journey that takes her across America and explores the meaning of freedom - and its limits.