Not much is known about Captain Cuddly Bear, other then he is Captain Hook's most pride possession of his youth and even as an adult Hook relies on it to help him sleep. As revealed in the episode "Captain Hook is Missing!", Hook can't sleep without Captain Cuddly.It was also revealed that Hook was originally embarrassed to show affection to his teddy in front of his crew,who already knew about Captain Cuddly seen at the end of the episode. But later in the series Hook doesn't seem to care if his or even Jake's crew know about how fond he is of his cuddly bear.
Role in the series
Captain Cuddly Bear first appeared in the episode "Captain Hook is Missing!" while Hook was in his sleep walking state the little bear didn't leave his grasp until Hook was carried off by a giant Butterfly that drop him off on Belch Mountain. Jake and his crew as well the crew of the Jolly Roger discover the bear without Hook, Jake use his spyglass to spot Hook on top Belch Mountain reacting quickly Izzy use her Pixie Dust on Jake allowing him to rescue Hook before he fell into the volcano.
Captain Cuddly Bear reappears in the episode special "Jake and the Never Land Pirates: Jake Saves Bucky".As Hook can't sleep and orders his crew to find him story prompting the plot of the episode.Captain Cuddly is briefly feature again at Hook's side during the musical number Bucky Will Be Mine.
Captain Cuddly Bear makes a brief cameo appearance at the end of the episode "Pirate-Sitting Pirates",Captain Hook was settling in back in his bed aboard the Jolly Roger exhausted after his ordeal on Never Land.
Captain Cuddly Bear reappears in the episode "Hook's Treasure Nap", Hook was distraught he couldn't recall were he buried Captain Cuddly Bear's toy ship,the S.S Binky his childhood toy.Mr. Smee asks Jake and his crew to help Hook locate his toy ship.Captain Hook can only remember the way to the S.S Binky when he's asleep.So as Jake and the pirates journey through Never Land lessening carefully to a sleeping Hook's directions.Soon with the help of Jake and his crew Hook uncovers his childhood toy.Smee ask his captain to thank Jake and his friends for their assistants,Hook refused to but reluctantly thanks them using Caption Cuddly Bear to speak on his behalf.
Captain Cuddly Bear reappears in the episode "Captain Scrooge."In this pirate version of the classic 'A Christmas Carol,as Captain Scrooge (played by Captain Hook) faithful companion as he is visited by ghostly Captain Treasure Tooth and taken to the past, present and future.
Captain Cuddly Bear is briefly mentioned in the episode special "The Legion of Pirate Villains!",he is mentioned by Captain Hook as one of the three things in Never Land that he couldn't risk endangering as the Grim Buccaneer attempt to open Captain Colossus's treasure and gain ultimate power.
In the storybook Save Me, Smee! Captain Hook finds a treasure map that leads him into the most perilous places in all of Never Land. Later closer look at his map Hook discovers the treasure he'd been searching all a long was none other then his treasured Hook's teddy bear Captain Cuddly Bear.Suddenly Captain Cuddly Bear falls overboard into the Never Sea,quickly Hook leaps in after it only to see his carious childhood toy in the clutches of his most feared enemy Tick-Tock the Crocodile as he screams for Smee to save him and Captain Cuddly Bear.Captain Cuddly Bear makes a brief reappearance in the storybook adaptation of Jake Saves Bucky.
Captain Cuddly Bear makes a brief cameo appearance in the online game "Jake's Pirate Marble Race Way".
Theme Park live appearance
Disney Junior Live-Pirate & Princess Adventure Tour
Captain Cuddly Bear appears in the live musical stage. After Hook soon hears the ominous ticking of Tick-Tock the Crocodile approaching the Jolly Roger the captain panics about the deck of his ship as he flees to Smee to save him, his bumbling first mate accidentally knocks Hook out cold as he open the door.Unaware of his action Smee believes Hook's taking a nap, Sharky brings out a blanket and Bones brings out Captain Cuddly Bear for Hook can enjoy his nap.