Hi Melissa! Welcome to the Disney Parks Moms Panel!
It sounds like you guys have a VERY exciting and special trip coming up! Christmas, a proposal, and the trip before your son goes overseas is a lot to take in, but I can't think of a place more magical for it all to happen than the Walt Disney World Resort!
I think you are asking about a proposal at the end of
Enchanted Tales with Belle (if not, please reach out again!). After the story is acted out with help from Guests, Belle takes pictures with Guests and a
PhotoPass photographer is there to capture them all. It definitely sounds like a romantic proposal time to me! My suggestion is to have your son or someone in your party secretly speak with a Cast Member (prior to entering the attraction) about his plan to propose. The Cast Member can advise him on the best way to go about the whole set-up and they may be able to pass on the information to the other Cast Members for the show.
For more extra touches on the trip, consider giving
Disney Floral and Gifts a call at (407) 939-4438 to see what offerings they have that can help with the celebration. The Cast Members there are great about suggesting ideas that enhance these big life moments!
A huge "thank you!" to your son for his service and I wish him all the best on this upcoming trip! Please let us know if you have any other questions, Melissa!
Tabitha