Greetings, Ben! Getting personalized art was one of my trip highlights last Spring. My very little kids sat so still, eagerly awaiting what magic would be revealed when the canvas was turned around!
As of my trips last winter, I found caricature artists at several locations throughout the main theme parks at Walt Disney World Resort. My personal favorite art location is in Liberty Square,
Magic Kingdom Park, where you can have a personalized caricature done, as well as the incredibly fast, detailed historical silhouettes (if you get one of these, wait patiently for Mr. Jim; he does astounding work). You can also find your special caricatures on Main Street, U.S.A. as soon as you enter the park on the rights hand side, about halfway to the castle. Walk into the side street, and you’ll see them!
I also remember seeing Caricatures in
Epcot’s World Showcase, as well as Hollywood Studios near the Animation Courtyard. Once you make your way into one of the parks, you can ask a nice Cast Member for directions and they will guide you directly to the artist’s seat. You can choose from a few fun “backgrounds” for your caricature, too. It will be safely wrapped after your session, and feel free to ask for complimentary
Souvenir Pick-up (where you can grab your item from the front of the park later that day as you exit) or Resort Delivery, so you don’t have to carry it around all day and worry about crumpling it. With Resort Delivery, you can retrieve your items from the gift shop desk the next day and take it straight to your room! Please let me know if I can be of any more assistance! Have an art-ful trip!