Jake and his crew pay Misty the Wonderful Witch a visit her cottage when the friendly witch goes a little overboard with her magic while entertaining the young pirates, accidentally triggering the Shadow Wand, and reverting Misty back into the evil Sea Witch who plans to turn the Pirate Princess into a gold statue once again. The Sea Witch confronts the Pirate Princess at her palace, proving far more powerful then their last encounter against the princess, and might have succeeded if Jake and his crew had not intervened with Bucky's bubble cannon.
With the witch temporally foiled, the Pirate Princess revealed to Jake and his crew that she and the witch grew up together in a far away kingdom and the witch always pulled tricks on her. Meanwhile, the Sea Witch allies her self with Captain Hook and Mr. Smee to distract Jake and his crew while she took care of the princess. The witch prepares to blast the princess and young pirate team with her Shadow Wand, but Izzy quickly uses her pixie dust on the witch, causing her to drop and destroy the Shadow Wand, leaving the witch powerless. The Sea Witch confesses the reason she wanted to turn the princess to gold is because she refused to be her friend when they were children, claiming the cruel pranks she played on the princess were jokes made only to make her laugh. The Pirate Princess forgives the Witch for her actions and becomes friends with her once again, transforming the witch back into Misty the Wonderful Witch, just in time to prevent Hook and Smee from making their escape with the Pirate Princess's diamonds.
- Jake and his crew collect nine gold doubloons
- Cameron Boyce as Jake
- Madison Pettis as Izzy
- Jonathan Morgan Heit as Cubby
- David Arquette as Skully
- Corey Burton as Captain Hook
- Jeff Bennett as Mr. Smee
- Tori Spelling (speaking)/ Laura Dickinson (singing) as Pirate Princess
- Loren Hoskins as Sharky
- Jeff Bennett (speaking)/Kevin Hendrickson (singing) as Bones
- Carol Kane as The Sea Witch
- Tiffani Thiessen as Misty the Wonderful Witch