After a recap of the events of the first season. Penn, Sashi, and Boone are sent to a pirate world where whales act as the ships. Penn must get to a treasure before Rippen does, but finds himself teaming with a competitive female pirate in the process.

Rippen's origin story is revealed for his first day as a part-time villain.

Penn, Sashi, and Boone must travel to the three most dangerous places in the multiverse in order to free Penn's parents as Rippen plans to conquer the Most Dangerous World Imaginable with Larry and those with him after having to close its portal from the other side.