ducklite said:
You have three choices.
1. Don't yellow tag your bags and pick them up yourself at the airport, they wills tay with you that way.
2. Expect a wake-up knock in the middle of teh night.
3. Pack a change of clothes and PJ's, plus essential toiletries in your carry-on, and tell the resort you don't want your bags delivered until the next day. They won't guarantee a specific time, hence the need for everything you'd need for the next day as well to be in your carry-on.
I would vote for option 3.
Option 1 means making a detour to baggage claim and waiting (and waiting and waiting) for bags, having to lug bags through the airport, having to lug bags at the hotel,
being on a later (20-40 minutes later) motorcoach to your resort, and paying tips to anyone who provides assistance with your bags.
With an 8:30 p.m. arrival, option 2 doesn't have to mean a wake-up knock in the middle of the nightbut it could.
Regardless of whether you use option 1, 2, or 3, it's a very good idea to pack small carry-ons with valuables, fragile items, and those things that you'll need during the first 24 hours. Airlines often delay luggage. So even if you use option 1, your bags may not appear at baggage claim after your flight.
If you're packing carry-ons anyway, you might as well use option 3. You breeze through airport. Your major checked luggage will be delivered to you the next morning. You don't even have to be in your room because Disney pays the bell service tips.
And if you put tags on your bags with "please deliver before 11 p.m. or after 9 a.m." (or whatever times work for you), you may even get your bags the same evening.