| 1 (1 hour) (season premiere) | A freshly paved season through uncharted territory squeals away from the curb as Jake and Kalle (Road Rules IV) motor to six different states to "hand pick" a new cast of Road Mates.
| 2 | In a downtown Seattle hotel the kids meet the hit band Third Eye Blind.
| 3 | On the way to Calgary, the cast splurges on a hotel for the evening.
| 4 | Jon is the oddball of the group, and Noah can't help but point it out.
| 5 | On their way to their mission in New Town, North Dakota, Dan and Noah compose a humorous song about big John's buttocks.
| 6 | Things get very uncomfortable for Tara when she and Dan are forced to spend time with his girlfriend.
| 7 | Anne's sprained ankle from the lumberjack games leaves her on crutches.
| 8 | The Roadies adopt three little pigs and build a home for them in the bathroom of the Winnie.
| 9 | A thirty hour tour of duty in the emergency room of a Detroit hospital leaves the cast covered in blood.
| 10 | The Roadies experience a severe case of Dance Fever when they dress up and get down on the stage of a packed night club.
| 11 | The Rulers roll to Montreal to face off with a mystery team in a game of ice-hockey.
| 12 | More than racial tension develops when the Roadies travel to Harlem to experiment with photography.
| 13 | The Road Rulers travel to Olympic Stadium in Lake Placid where five veterans of The Real World await to vie for gold medals in a series of events including the luge, kayaking, ski jumping and ice skating.
| 14 (season finale) | The Lake Placid Olympic Competition continues as Dan and Noah pair off to compete against Sean and Cynthia in a figure skating extravaganza. | | | | | | | | | | | | | |
