Red Jessica joins Captain Hook on a treasure hunt for the Ruby Heart of hearts. Unknown to Hook and Red Jessica Jake and his crew spotted the pair as they made their way to Never Land and decided to help Hook from behind the scenes get the Ruby Heart of Hearts for Red Jessica.
- Jake and his crew collect ten 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
- Loren Hoskins as Sharky
- Jeff Bennett (speaking)/Kevin Hendrickson (singing) as Bones
- Jane Kaczmarek as Red Jessica