While playing on the shipwrecks on Shipwreck Beach Jake ruins the feather on his hat Izzy, Cubby and Skully that go see if the Sing-Songbird will give him a new one. Unknown to the puny pirates Captain Hook and his scurvy crew were spying on them, Hook wanted to replace his feather with one with a little more color and decided he will hunt down the Sing-Songbird as well. While searching through the Never Land Jungle, Hook and his crew discover the Sing-Songbird. Hook demeaned the bird to give him one of her feathers but she refuses causing the captain to chase the bird all across Neverland. Jake and his friends soon discover Hook and quickly rush to assist the Sing-Songbird. The flee into Tiki Forest among the trees. Hook order the Tiki Tree to reveal where the Sing-Songbird was hiding which the trees refuse to assist Hook in his plot. The captain soon grew in furious and demanded once more the location of the bird. Knowing that the Tiki Trees would never help Hook Jake and his crew trick Hook and his crew by disguise themselves as Tiki Trees pointed them in the wrong direction.
Later Jake and his crew soon found the Sing-Songbird near the beach between Coral Cove singing with Sandy the Starfish briefly before Hook and his men return still determined to have the bird feathers, Jake and his crew come up with another idea to imitate the Sing-Songbird vocalization tricking Hook and his men yet again allowing the real Sing-Songbird time to flee. When Jake and his crew finally catch up to the Sing-Songbird she had return to her nest atop a cliff in Buccaneer Bird Bluff. Captain Hook still desperate for one of the Sing-Songbird's feather disguise himself as a bird but the young pirate team intervene, thwarting Hook's scheme yet again. Eventually Jake asks the Sing-Songbird nicely for a feather for himself and one Hook. Jake offered the feather to Hook but he refuse to take once Jake and mates fly back to Pirate Island. Hook reclaims the feather for himself.
At the end of the episode Hook is overjoyed with the new feather replacing his original plume with the fresh feather. Unbeknownst to him, the new feather was the same color and size as the old one.
- Jake and his crew collect twelve gold doubloons.
- The episode marks the first appearance of the Sing-Songbird.
- Colin Ford as Jake
- Madison Pettis as Izzy
- Jonathan Morgan Heit as Cubby
- David Arquette as Skully
- Corey Burton as Captain Hook, The Tiki Trees
- Jeff Bennett as Mr. Smee
- Loren Hoskins as Sharky, Sandy the Starfish
- Jeff Bennett (speaking)/Kevin Hendrickson (singing) as Bones
- April Winchell as The Sing-Songbird