The Pirate Pumpkin Patch first appeared in episode "Night of the Golden Pumpkin". Jake and his crew journey to Never Land on a Halloween night heading to the Pirate Pumpkin Patch where the Golden Pumpkin can be found so they can use it as decoration for their party. Jake and his crew venture through Tiki Forest and The Rolling Hills until they reach the Pirate Pumpkin Patch. Just as the puny pirate team were about head back to Pirate Island, Captain Hook and Mr. Smee swipe the pumpkin from them. Skully distract the fiendish pirates by pretending to be a ghost allowing Izzy time to sprinkle Pixie Dust on it causing it to fly out of Hook's hand scaring him and Smee back to the Jolly Roger. Allowing Jake and his crew to return home and enjoy their Halloween night.
The Pirate Pumpkin Patch is visited again in the Thanksgiving episode "Cookin' with Hook" Jake and his crew had to find the Jumping Pumpkin the final ingredient for the Shipwreck Stew.