The teams take off from Santa Monica Pier, Los Angeles. Viewers learn about a couple of interesting twists: those who finish last on non-elimination legs will be penalized and there's a new element in play called the Yield. The Yield allows a team to keep any other team from racing for a set period of time, but it can only be used once during the race. The teams scramble to catch flights, some not realizing that the flight that departs later actually arrives at their destination, Uruguay, first. The teams navigate through a series of clues, catching ferries and carrying meat to finally reach the game's first Detour: Zips or Chips. Jim is injured early, but still manages to make the fast flight. Two teams make a critical mistake and are sent away from the pit stop, but still manage to make it without being eliminated.
This week's challenge was to roast a housemate at a Friars Club, with celebrity guest judges Norm Crosby, Phylis Diller, and Rich Little. The comics all ended up roasting Jay London. The judges picked Alonzo as the funniest roaster, meaning he received a free one year membership to the club, and Jay won immunity.
When the voting was finished, Gary had the most votes. He went up against Ant, and Gary won with 73% of the audience vote.
Manya has had a "female circumcision" as a young child, so she wants to have corrective surgery. A man requests hair implants all over the exterior of his body. Sean meets Ava, a life-coach, and enlists her to help out Julia. In addition, Sean has problems with Erica, still staying at the house, and Christian has problems with Gina.