Billy Connolly turns Easy Rider and follows a lifelong dream as he makes the iconic 2488 mile journey from Chicago to Santa Monica. With his unrivaled ability to tell a great story, he brings to life both the big and small moments of American history: the world changing events and comic asides. On his way, Billy will meet disciples of Route 66, from seasoned "roadies" to first-timers living the dream. And he won't just be passing through: anything could happen on the way ...