Hi Heather,
Welcome to the Disney Parks Moms Panel!
It sounds as if you plan to use
Disney's Magical Express Transportation and the luggage delivery service. My family always uses this service and our luggage has always made it safely to our room. I will say that, on occasion, our luggage has arrived late in the evening, so we keep essentials in our carry-on luggage that we take with us on the Magical Express Transportation. If we have a princess character meal planned for that first evening, we make sure that our girls' princess attire is also in the carry-on luggage!
When we are ready to depart, we always use the
Resort Airline Check-in Service to send our bags straight to the airport. I go online the night before we depart to check-in for our flight and pay any applicable checked bag fees. Just be sure to drop off your luggage no later than three hours prior to your scheduled flight departure time. I typically get our luggage to the resort airline check-in desk at least four hours prior to our scheduled departure time just to be safe. Also, pay close attention to the hours of operation for the resort airline check-in desk. Hours are currently from 5:00 a.m. to 12:00 noon. When using the resort airline check-in service, also be sure to keep all of your essentials with you!
Heather, I can empathize with you if you have some hesitation about using the luggage delivery service! I was hesitant at first. While Disney cast members have always taken great care of our bags, if you are worried about potentially losing a bag, remember that you can always keep your bags with you on the Magical Express motorcoach.
Have a fantastic trip!
Magic, memories and Minnie Mouse hugs,
Donyell