The episode begins with Team Chris Is Really Really Really Really Hot in the first class section, enjoying their commodities, with Tyler and Alejandro eating an actual breakfast, and Izzy receiving a massage from an intern. Izzy enjoys seeing Owen sleeping on the first class couch, and after he rolls off it, Noah is revealed to have been underneath him the entire night. Having been unable to sleep due to his position, an irritated Noah sarcastically thanks his team for not noticing that he was missing, asking, "What am I, Tyler?". An offended Tyler then accidentally spits his food into Alejandro's face.
In the economy section, Heather complains about the conditions. Courtney claims that she could have won the challenge if Heather hadn't been whipping her. Gwen tells Courtney that she would be glad to help her vote Heather off as soon as possible, and Courtney suggests that they should "whip her off". Heather makes fun of Courtney's comment in the confessional, then moves to the opposite side of the economy class section, where Sierra is helping Cody recover his body heat from the frigid conditions in the previous episode. Heather begins to compliment them on their value to the team, but Cody doubts her sincerity, while Sierra believes her and asks for a hug, which Heather declines.
At the other corner of the economy section, Team Victory, now down to three members, begins to sulk about how they may never win a challenge. Lindsay quickly turns LeShawna and DJ's mood around, and inspires them with a quick speech. LeShawna approves of Lindsay's attitude, while in the confessional, Lindsay admits that she only wanted to win because she didn't want to waste all of the lip-gloss she had brought for the season.
Alejandro walks into the economy section from the winner's section, and brings food for the girls in the other teams. Lindsay tries to resist at first, but notices the type of candy and eats it heartily. Alejandro then walks to Sierra, and tries to give her a treat. Heather stops Sierra from getting it, and tells her to never trust the enemy, especially Alejandro. Sierra agrees, while in the confessional, Alejandro is impressed with Heather's strategy to ally with Sierra, the contestant that gets along with Chris the best.
At the drop zone, Chris gathers the other thirteen contestants in a boat. Tyler asks Lindsay if she likes the boat, and Lindsay replies, but gets his name wrong again with Dave. Chef opens the drop zone, sending Chris and the campers plummeting down. They land in a river, and Chris reveals that they are in New York City. Lindsay is ecstatic to be in New York, due to all of the stores and temptation to purchase things.
Chris explains that the first challenge is a carriage race to Central Park. Mistaking it as a horse-run carriage, Owen claps in delight. Courtney immediately detests the idea of her being the horse, but Chris stops them from jumping to too many conclusions. He then clarifies that the carriage is a baby carriage, but LeShawna wonders where the carriages are. Chris gestures upwards to reveal that three carriages are dangling from the Statue of Liberty's crown. Sierra compliments Chris's mischievous spirit, then goes on to talk about Chris's past, and how he used to make terrible movies about talking cats. The rest of the contestants laugh, and Sierra continues. Chris pushes her away and continues to explain the challenge. He helps them by recommending that when one teammate reaches the top, they help the team by pulling the others up. The teams must then get back down and race their boats to Central Park. Lindsay asks when they will go shopping, and Chris bluntly states that they won't, causing Lindsay scream in horror.
Chris blows the whistle to begin the challenge, and Alejandro and Izzy climb up the rope without hesitation. DJ grabs onto the rope, but pulls his hand back when he feels it. Chris tells him that the ropes are made of steel wool, since they're strong and tough, like New York City. DJ reluctantly climbs up, painfully yelping as he climbs higher and higher. Cody volunteers to climb first for Team Amazon, but Courtney stops him and says that she knows how the team is going to climb. Gwen asks if the team is going to belay again, and sarcastically remarks on how it worked wonderfully in Egypt for the "Pyramid Over Under" challenge. Courtney stutters as she tries to defend herself, but surrenders. Heather tells Sierra to decide how the team would climb, and Sierra is shocked at Heather's kindness. However, in the confessional, Sierra says that she knows that Heather is pretending to be nice to her, and that she's pretending to believe her.
Gwen and Courtney climb normally, while Heather struggles slightly, but is determined to win. Sierra insists that Cody climbs before her. Sierra climbs after him, and looks up to see his rear. Cody groans as Sierra continues to look. After twenty-five minutes, none of the contestants have made it to the top yet. Alejandro swings over from his rope to Sierra. He lies to her about Chris, telling her that Chris misses his "glory days" when he was a star, and that no one remembers or cares. Sierra is saddened by this, and yells about how she cares. Owen begins to tangle himself up in his rope, and ends up getting completely stuck.
Everyone has made it to the top except for Sierra, LeShawna, and Owen. Chris complains about how he's getting tired of waiting for them. Finally, Team Amazon pulls up Sierra, and they cheer. Heather runs over to get the pink carriage, to try and prove how she is a valuable addition to the team while Sierra rushes over to Chris, and tells him about how she has all of his TV appearances on DVD, she then brings up his cooking show, and says how unfair it is that it was canceled after the first episode. This causes the other contestants to laugh again, while Chris stutters. Heather runs back with Team Amazon's carriage, and Courtney asks how they would get back down. Chris points to a fireman's pole, which is thirty-stories high. Team Amazon peers down at the large drop, wide-eyed. Gwen offers to go first, and as she slides down the pole, she hits the bottom harshly, but claims that she is okay.
The rest of Team Amazon takes the plunge, with Cody holding onto the carriage. Team Victory manages to pull LeShawna up, and DJ is quickly able to grab the carriage from the edge. In the confessional, he explains that he was able to do that because he always stood on the curb, and was afraid of "breaking momma's back" if he stood on a crack. Team Victory slides down the pole, leaving Team Chris Is Really Really Really Really Hot alone at the crown. They continuously jerk at the rope, but Owen slams his head on the Statue of Liberty's nose each time and eventually ends up getting stuck in the left nostril.
Team Amazon reaches the bottom, and they quickly hop into their boat. Courtney starts the boat, but Cody falls off of it and lands in the water. Gwen asks Courtney to turn the boat around, but Courtney cannot hear her due to the roaring loud engine. Team Chris Is Really Really Really Really Hot finally gets Owen up to the crown, and Izzy flips over to the carriage. Owen cheers her on as she rides it down to the pole, but crashes into it and slides down. Noah and Tyler slide down after her, but Owen gets stuck. Owen asks Alejandro for help getting down, and Alejandro complies, by slamming him down with the baby carriage. He then jumps onto the pole and descends.
Cody clings onto Team Victory's boat as the three of them jump on. LeShawna orders DJ to start the engine, but Cody protests. They leave without him, but he notices Team Chris Is Really Really Really Really Hot's boat. He is hit by it as Alejandro speeds over him, but he grabs onto their rope and water-skis with them. He ends up crashing into a buoy, and sinks back down. Team Amazon had turned around to pick him up, and Heather is frustrated due to going from first to last thanks to Courtney. She, however, still cannot hear anything. Sierra picks up Cody and they turn back around.
Team Victory, now in first place, cheer at their success. LeShawna points out that it's impossible to take a boat to Central Park, as Central Park is surrounded by land. As the three teams speed past another buoy, they find themselves in the New York City sewer system. LeShawna prays for a reward of a shower and disinfectant due to the terrible stench of the sewer. After a strange roaring sound his heard, Lindsay asks if it were an alligator. DJ assures her that alligators in sewers are nothing more of an urban myth. Meanwhile, with Team Chris Is Really Really Really Really Hot, Tyler also notices the noise. He is interrupted when the alligator snaps at them, jumping over their boat, causing them to panic. Alejandro speeds past it, while Team Amazon is shot up in the air after using the alligator's back as a ramp. The alligator, angered, follows them while snapping its jaws. The other two teams make it out of the sewer, with LeShawna and Lindsay cheering. Alejandro wonders where Heather's boat is, and the alligator spits Team Amazon out of its mouth.
The three teams' boats reside next to a dock where Chris and Chef are standing. Chris laughs about the stench, while wearing a gas mask. He orders Chef to make the alligator sign a waver in order to let it be filmed on the show. Sierra compliments Chris again, calling him "a great commander". She also says that he stood out in his boy band in the 80's for that reason. Owen is in disbelief, but when Chris tries to change the subject, Sierra continues by singing one of his songs. Gwen recognizes the song, and is shocked that Chris was in that particular boy band, which according to her was called "Fametown". In the confessional, DJ, Owen, Courtney, and Chef burst into laughter. At the dock again, Sierra continues to talk about Chris, and starts to recite her draft of his obituary. Chris, now extremely angry with her, told her to stay quiet permanently. In the confessional, Heather begins to rant about how Sierra could've been Chris's pet for the season. She comes to the conclusion that Alejandro manipulated Sierra into doing so, and then declares war on Alejandro, saying, "It's really on, now. Just you wait."
Chris explains the second half of the challenge. The teams must follow the paths which Chris has assigned them, get to Turtle Pond, and one member from each team will get an apple from the lake, using their mouth only. The other members of the team must load the apple into their carriage and race to the finish line. Chris then said that each team needs to put one member into the carriage, as a baby carriage isn't a baby carriage without a baby. Sierra starts to flatter Chris, but he cuts her off and orders her to stay quiet. The teams decide that Cody, Noah, and Lindsay will be the ones to stay in the carriage. Lindsay says that she loves being called "baby", and Noah tells Tyler to make a mental note of it. Chris assigns Team Victory the shortest path, Team Chris Is Really Really Really Really Hot the second shortest path, and Team Amazon receives the longest path. The musical symbol appears, and Courtney is glad to fulfill her dream to dance in New York City. LeShawna is still in disbelief about the fact that they have to sing in every episode, but Chris orders them to start the challenge, and the contestants sing What's Not to Love?
At Turtle Pond, LeShawna asks how the other two teams arrived at the same time, as Team Victory had the shortest path. Lindsay explains that she and DJ's dancing took a while to recover from, but DJ gapes at the size of the apples in the pond. Team Chris Is Really Really Really Really Hot sends Tyler to get the apple, while Team Victory sends DJ, and Team Amazon sends Sierra. Alejandro begins to compliment Heather, calling the setting of Central Park romantic. Heather orders Alejandro to leave, and he does so. She sees Noah sleeping in his baby carriage, and he switches Noah's baby carriage with a nearby actual baby carriage. Tyler pushes the apple back by slamming his head against it, while DJ bites the stem and pulls. However, a turtle jumps on his back, followed by several others, which rip his clothes up. Sierra reaches her apple, dives underneath it, and balances it on her head.
Tyler reaches the end, and Alejandro grabs the apple. Tyler, exhausted, sinks into the water, but Owen pulls him back up. Team Chris Is Really Really Really Really Hot runs to the finish line, and DJ gets out of the water. He gives Lindsay the apple, and notices a snapping turtle biting the back of his shorts. He takes it off and tosses it in the water, but a larger snapping turtle surfaces and eats it. DJ is saddened, but LeShawna mocks him and tells him to get to the finish line with them. Sierra walks towards the carriage and tosses the apple off of her head on Cody, and Team Amazon runs to the finish line.
Team Chris Is Really Really Really Really Hot arrives first, and Izzy cheers. However, after hearing baby noises under their apple, Alejandro removes the apple to reveal that a real baby had been inside the entire time. Izzy first thought that Noah had regressed into a baby, but Tyler points out that the carriage isn't theirs. Alejandro gasps and runs back to Turtle Pond, where he switches carriages after a terrified mother turns around to see Noah in a carriage. Team Amazon crosses the finish line, followed by Team Victory, and in last, Team Chris Is Really Really Really Really Hot. Chris announces Team Amazon as the victors, and congratulates Team Victory on not coming in last. Chris solemnly tells Team Chris Is Really Really Really Really Hot that they will have to face elimination, but then takes it back, as it was actually a reward challenge the entire time. They are overjoyed, while the other two teams aren't as happy. Alejandro blows a kiss to Heather, who quickly turns away.
Back in the jet, Team Amazon is at the Barf Bag Ceremony site, although there are three large apples in front of them. Chris explains that they can keep or throw away the prizes in the apples. He tosses a mallet to Cody, who smashes the first apple, which contains candy. Cody tosses some of the candy in his book bag, but Courtney, annoyed, asks to leave some for the rest of Team Amazon. Sierra walks over to the second apple and simply opens it by hitting the weak spot. Apples spill out of the side, and Sierra cheers. She asks Heather if it's safe to thank Chris for the apples, but Heather denies it. Heather claims that she deserves to open the last one, and Gwen admits that she did help them win by switching the carriages. Courtney says that they would have won anyways, but allows Heather to open the last apple. She slices it open with her nails, only to find a meat grinder. She throws it out of the plane despite Courtney pointing out that it might be useful in the future. Chris questions whether Heather will ever earn the respect of her teammates, then signs off the episode.