In the season finale, Jonah does the unthinkable and leaves the country and heads for London; the original America. During his travels throughout the city, Jonah meets numerous historians and reunites with a special person from his past.
Jonah ventures to Reno where he meets up with Anthony Bertucci. After a long day of partying and sightseeing, Jonah hits the road for Lake Tahoe and Virginia City. Meanwhile, a last minute decision sends him across the county to meet his idol.
Jonah travels to Minneapolis, one of America's oldest cities that holds many secrets of his past. In an attempt to move on from a painful past, he explores the city, experiences ice fishing and visits the quietest room in the world.
Jonah travels just south of the Mason Dixon line to Nashville where he tours a plantation and meets an actress who puts a unique spin on dinner theater. Along the way, Jonah learns how to be a true country outlaw and performs at the Bluebird Cafe.
Jonah travels back to his hometown and reunites with some old friends, speaks Hawaiian culture with two comedians and a man that wants to preserve the art of Hula. Jonah pays a special visit to the diner that helped pave his future.
Jonah visits the United States Capitol where he checks out his favorite monuments, showcases D.C.'s legendary hardcore scene, meets a successor of political musicals and meets up with a former Chicago mayoral candidate.
Jonah travels to Cleveland. With the help of Cleveland's biggest fan, he discovers the city's hidden gems. Jonah also visits his famous cartoonist uncle, talks with a Polish historian, surfs Lake Erie and tours the Rock and Roll Hall of Fame.
Jonah travels to Miami where he learns life lessons from elderly at a local assisted living facility, investigates the world of Drug Lords, learns the art of Latin dance and witnesses a firsthand recreation of Cuban refugee extremities.