Timon and Pumbaa pursue a supposed moth into a scary house where they are imprisoned by vampire bats.
"Jamaica Mistake" begins by introducing Timon, a meerkat, and his warthog friend, Pumbaa.
At the start of the episode, Timon and Pumbaa chase a bat named Enos, which Timon mistakes for a moth, that leads them to a haunted mansion owned by a vampire bat named Mr. Vam Pirebat. After Enos gets in the mansion, Timon wants to keep going after it, but Pumbaa's too scared to go inside.
So Timon leaves the warthog outside and walks inside the mansion. Pumbaa starts fearing about the vampire bat and Timon's safety, and after a skeleton head on Mr. Pirebat's mailbox mocks him, Pumbaa runs inside the mansion to find Timon.
After Timon and Pumbaa find each other, Timon makes each one of them go separate ways to find Enos. Pumbaa finds the bat and Timon chases him. Enos then pulls a lever that makes Timon fall down and land on a chair. Timon hears a voice and sees Mr. Pirebat.
Meanwhile, Pumbaa looks for Timon and runs into Enos. The bat pulls the lever and makes Pumbaa fall down and land on the same chair. The warthog then sees glowing eyes coming towards him, which turns out to be Timon, who is happy to find his friend.
Pumbaa wants to leave, but Timon likes the place because it has a lot of sandwiches. The meerkat introduces his friend to Mr. Pirebat. Mr. Pirebat and Enos let the two have their dinner and are secretly planning to eat them at midnight.
Pumbaa convinces Timon that the bats are going to eat them. When midnight arrives, Timon and Pumbaa try to escape the mansion, but run into various obstacles, including a wooden roller coaster which has one section of the track collapse.
After they escape, Timon and Pumbaa are outside, happy that they escaped the bats safely but then wonder how they got away. Then, it reveals that Timon and Pumbaa grew bat wings on their backs and they are hanging upside down on a tree branch like bats do. The two then fly off.