The episode begins in the Pirate-ology where everyone was in their seats, chatting, when Kwazii silences everyone with his ocean pearl bracelet's magic to announce that he and his students will be going to sail on Red Jessica's ship, The Rose, on Friday. Everyone, except Connor who had aquaphobia, was excited to go.
Later at home, Connor was about to throw away his permission slip into the trash bin when his dad noticed it and asks his son how school was. Connor tells him that things were great, except that he and his friends will be going on a field trip to sail in Red Jessica's ship and that he's too afraid to go, but he doesn't want to let his class down. Nodding understandingly, Connor's dad takes Connor to the living room to have a talk.
After the talk, Connor goes up to his room that night. But just as he was about to drift to sleep, his vintage mirror begins to glow which means that the portal to Whisker Haven is about to open! Coming out of bed, Connor goes over to it and step through the portal as the vortex takes him to Whisker Haven and his pajamas change into his daytime clothes. Right at the harbor, he sees some kind of ship being loaded up and a lot of critter-zens were coming on board, including the two Palace Pets of Ariel and Jasmine, Treasure and Sultan.
He runs over to the deck to greet them and asks them what was going on as Sultan tells him that he and Treasure are gonna sail in the sea today. Connor was nervous about the sailing, but without thinking, he asked Sultan if he can come along with him and Treasure on their high sea adventure, and Sultan replies yes before Connor could change his mind as he followed the little tiger cub on board of the boat.
When they were on board, Treasure greets Connor and asks him what he was doing on the boat. With a sigh, Connor decides to tell Treasure the truth. After explaining everything, Treasure nodded sympathetically as she decided that maybe a boat trip will help him overcome his fear so he'll be ready for Red Jessica's pirate ship trip. Connor thanks Treasure for the offer, but deicdes to reject the the boat trip.
But before he could leave the dock, Sultan blocks Connor's way and assures him to just go with the flow and enjoy the boat ride.
- This is the second time Connor had to face his fear of water.
Connor (Narrating): Catboy of the Sea.