Hi Erin!
With two little boys of my own, we have watched many hours of Jake and the Never Land Pirates in my house. My kids loved watching Jake, Izzy and Cubby outsmart Captain Hook! Plus, Sharky and Bones always made them laugh. I loved that every episode taught my kids something in a fun way!
Unfortunately, Jake had to travel back to Never Land to make sure Captain Hook and his pirate crew don't find all of the treasure on the island, so he doesn't currently have a scheduled
Character Experience at Walt Disney World Resort. However, the Disney Imagineers are always working on new things for Guests and I recommend that you keep an eye on the
Disney Parks Blog for the latest news and announcements about what you can enjoy during your trip. Also, be sure to add the
Disney Festival of Fantasy Parade to your vacation itinerary because I think your little guy will love to see Captain Hook traveling along the parade route. You should also consider adding the
Pirates and Pals Fireworks Dessert Voyage to your vacation, where you will become part of the pirate crew and meet some extra special Guests during your evening, including Captain Hook and Mr. Smee. My family and I experienced this special event this last year and it was an incredible night that my entire family loved!
Since it sounds like your son is a Disney Junior fan, there are some other Disney Junior stars who you will be able to visit at
Disney's Hollywood Studios. Your son can become part of the fun at the
Disney Junior Dance Party!, where Doc McStuffins, Vampirina, Timon and Mickey host a fun, interactive party for Guests. And you should consider adding breakfast at
Hollywood & Vine to your vacation so you can experience the Disney Junior Play 'n Dine. Finally, be sure to visit
Lightning McQueen's Racing Academy, where you can take a spin in McQueen's state-of-the-art racing simulator!
Come back to see us if we can help you plan your itinerary or if you have other questions as you continue planning. T-T-F-N, ta ta for now!
~Crystal