Mr. Smee, Sharky and Bones discover that Captain Hook is not on board the Jolly Roger begin searching for their noticing the Jolly Roger was dock Hook's bumbling crew continued their search for Hook on Never Land when bump into Jake and his mates who agree to help find Hook. They discover Hook's footprints heading in the direction of Crocodile Creek. Meanwhile Hook sleepwalks across a sleeping Tick-Tock the Crocodile who awakes confused but Hook manage to slip away from the crocodile leaving only his hat atop the beast head. When Jake and crew accompanied by Mr. Smee, Sharky and Bones arrive at the creek and spot the captain's hat atop the crocodile head Hook's crew feared the worse. But Skully assures everyone Hook was safe spotting another set of tracks on the other side of the creek but they had to get pass old Tick-Tock who wasn't please to be disturbed from his slumber so early in the morning giving Izzy the idea if they all sing the crocodile a lullaby he'll go back to sleep allowing the pirates to safely pass.
The crew soon spot the captain hook dangling on top a zip line across a large chasm when they soon lose sight of Hook's trail due to the sleepwalking captain was lifted into the air by a giant butterfly leaving only Hook's treasured teddy bear "Captain Cuddly Bear". Jake and the pirates discover the teddy bear tracking down the Captain and find him sleepwalking on Belch Mountain. With the assist of Izzy and her pixie dust Jake soar up to Belch Mountain recusing, the now awaken Hook from falling into the volcano. Hook shock through whole ordeal demanded to know what happen to Mr. Smee explain every thing to Hook and pointed out Jake saved him Hook reluctantly thanks Jake and his friends for saving him before they return to Pirate Island with their gold doubloons. Back on the Jolly Roger Hook was properly dress in his pirate attire, Bones remembered to return Captain Cuddly Bear to Hook who quickly snap at responding "I'm a pirate captain.I don't need any stuff toy!" and ordered Smee, Sharky and Bones to their chores, with his crew busy with their chores Hook delightful cuddle his treasured teddy.
- Jake and his crew collect eight gold doubloons
- 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
- Dee Bradley Baker as Tick-Tock the Crocodile