Jessie, Bertram, and the children head to Bali for a family vacation, but when their private jet starts to experience difficulties, Jessie takes control of the cockpit and makes an emergency landing on a tropical island. Jessie must figure out how to get the children home safely, all while recovering from a poisonous bug bite, escaping scary monsters and tracking down Mr. Kipling. When Jessie receives a bug bite, it makes her insane and Emma tries to cure her with a spork. Meanwhile, Luke warns Bertram and Zuri about "monsters" living on this mysterious island. Luke and Zuri try to find Ravi to run away while Ravi pleads with Mr. Kipling to go back with him. Jessie finds the children in a small hut nearby and finds out that there is no monster after all, just an insane biologist in an insect mask. When Emma finally navigates a helicopter to come and rescue her family, Jessie is relieved and the children hop on. Ravi is so heartbroken without his pet that he decides to stay on the island until Mr. Kipling returns to him. In the end, Jessie and Emma find out that Bertram's cooked bird had babies before it was roasted.