Captain Hook is stuck with the task of watching Red Jessica's kitten Rosie. Hook agrees to watch after Red Jessica precious pet and she sails away. Soon Rosie escapes from Hook and his crew and flees into the Crimson Isle's jungle. Meanwhile Jake and his crew are sailing past Crimson Isle when they see the commotion on Hook ship. They sail over to see if he needs help. Hook reluctantly lets Jake and his crew help find the Kitty. They hunt Rosie down and finally find her playing above a sleeping tiger. Captain Hook muscles up enough courage to rescue Rosie himself by carefully retrieving the kitten from the dangerous tiger. The tiger awakened with a roar, and the pirates escaped using Izzy's pixie dust before Red Jessica got back. Jake and his crew sail back to Pirate Island.
- Jake and his crew collect seven gold doubloons
- This episode marks the first appearances of Red Jessica, Rosie and Sasha in the series.
- Colin Ford 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
- Russi Taylor as Rosie
- Dee Bradley Baker as Sasha