Hi there Sarah, and welcome to planDisney!
It's so great that you or someone you care about may be interested in reaching out to the folks to make Character magic happen every day across Disney Destinations around the world! One of my most memorable bits of research that I completed for planDisney involved reaching out to my pals in Entertainment for some additional insight into
what it's like to communicate with our Character friends by mail, and even then it's not guaranteed as to whether anyone will get a response in any format.
Unfortunately at the current time there aren't any offerings that will allow for a guest to keep in touch with any Characters via email, though you're always
welcome to send an email to the Help Center Cast Members via the online form (which is really not the same thing as being able to email a beloved Disney Character friend, but they might have some additional
insight on whether they can help you receive something autographed in the mail.)
As a performer myself and someone who worked in the Entertainment department during my time as a Cast Member, I can share that part of the magic that surrounds these famous and familiar friends lies in the character integrity that protects them and I can only imagine how challenging it might be if being able to communicate with any of them electronically were ever to be a thing. This could be why there's still a bit of charm that goes into writing letters to Santa, or the surprisingly lasting appeal of receiving autographs in person - even in this current digital age. (That said, offerings may always be subject to change without prior notice and one can only speculate whether there could ever be a way for email communication to work!)
While this might not be the answer you were hoping for at the present time, I highly encourage you to explore other ways to make those moments memorable during
each Character experience and interaction on your next visit. In the meantime, who knows what kinds of technological advancements and magic may be in the works at
Walt Disney Imagineering in years to come that might allow us to interact with Characters in new ways?
Here's to making connections with all of our favorite Characters - from furry friends to Princess pals at the Most Magical Place on Earth!
Prince