S1, E105: Michael Portillo embarks on a railroad journey from the City of Brotherly Love south to the first permanent English colonial settlement in North America, Jamestown. He feasts on a gargantuan Philly Cheesesteak, then looks to work off the calories with a run past the city's famous landmarks, in homage to one of Philadelphia's most famous sons, Rocky Balboa. All pumped up, he heads to Pennsylvania University to tackle the football team under the instruction of a fearsome coach.