Ash and friends have missed the ferry back to Olivine City. An old fisherman tells them that there is a plane service that can get them to Olivine that day. The fisherman turns out to be the one running the plane and they take off for Olivine. Several problems arise along the course of the trip including Team Rocket, Jigglypuff, and broken plane parts.

As they continue on their journey, Ash and co go through the Ice Cave, a shortcut to Blackthorn City. But when they slip, they fall into a hole. Why is there a hole? Team Rocket, of course.