| Episode Number | Description| 1 (season premiere) | In the fourth-season opener, a new cast sets off for adventures in Florida and the Caribbean, including the U.S. Virgin Islands.
| 2 | The gang faces off against former cast members in a paintball battle. Later, they enlist in the Coast Guard just in time to lend a hand in a rescue mission.
| 3 | The gang tries to retrieve a stolen bull's skull that was taken from the front of the R.V.
| 4 | The gang competes in a stand-up contest on Southern California's Balboa Island.
| 5 | Kalle walks on the wing of a biplane; Jake admits he has a crush on one of his travel mates.
| 6 | The gang visits the Cayman Islands.
| 7 | Oscar turns survivalist after the gang is marooned on a desert island. Bob Denver ("Gilligan's Island") drops by for a cameo appearance.
| 8 | The gang's visit with Oscar's family in Puerto Rico turns sour when Oscar's friends start hitting on one of his travel mates, and provoking a fight with another.
| 9 | Back in Puerto Rico, passions swirl around Vince and Erika while the rest of the Road Rulers work on rafts to use in a race against one another. Later, the gang encounters trouble while aboard a sailboat.
| 10 | Oscar breaks some bones while horsing around on the Lady Jane, undermining his tough-guy image. Meanwhile, the gang spends two days preparing for a wedding, and Jake tries to get the girls to shower with him.
| 11 | The gang hosts a radio talk show in Grenada, but a call from Philadelphia may lead them off in a new direction.
| 12 | Following a stopover in Philadelphia to visit Jake's parents, the crew tries to make the cut as New York Knicks City Dancers at Madison Square Garden.
| 13 | The Road Rulers are seeing stars when they audition for roles on "All My Children." Later, they get a shocking look at what's in a New York City hot-dog stand.
| 14 (season finale) | On the final day of their journey, the Road Rulers face one last mission in New York's Battery Park and learn of their reward.
| Road Rules VS. Real World | Part 1 of two. The "Real World: Boston" gang competes against "Road Rules 4" in Puerto Rico.
| Road Rules VS. Real World | Conclusion. The "Real World: Boston" gang competes against "Road Rules 4" in Puerto Rico. | | | | | | | | | | | | | | | | |
