Role in the series
In the episode "Hook and the Itty-Bitty Kitty", Captain Hook came to visit her but she had to run a few tasks and left Rosie in the hands of Captain Hook. A few minutes later, Jake and his crew once sailed by Crimson Isle and they decided to come ashore to help Captain Hook find Rosie which he had lost in the jungle.
In the episode "The Never Land Pirate Ball", When Red Jessica organize a ball on Crimson Isle, Captain Hook must learn the pirate waltz.
In the episode "Pirate Pals!", Captain Hook decides to visit his beloved Red Jessica with Mr. Smee much to Hook's surprise that he and Smee are not Red Jessica's only guests on Crimson Isle. Hook's thieving pirate rival Beatrice Le Beak has returned and she has her eyes on Red Jessica’s art collection.
In the episode "Mystery of the Missing Treasure!", Jake and his crew discover that someone has stolen their Team Treasure Chest. While searching for the suspect on Pirate Island Jake and his crew discover a perfume bottle and a feather Izzy determined the culprit was a female pirate so the young pirate sail to Crimson Isle ask Red Jessica if she knew who took the Treasure Chest. Red Jessica identified the fragrance as French Forever flowers but couldn't recall the feather but knew it look familiar.