matlock42373 said:
1. What time will I be at my hotel with that arrival time
If you go directly from your arrival gate to the DME "Welcome" Check-in Desk, you should be at your resort in 50-90 minutes (average 70 minutes). The actual time depends on how long you need to wait for a motorcoach to your resort and whether you are the 1st, 2nd, or 3rd stop.
In my three experiences with DME, it's taken me 50 minutes, 60 minutes, and, most recently, 90 minutes. (It seems we just missed a motorcoach departure to our resort and had to wait 20 minutes for the next one; then we stopped at two other resorts before we arrived at our resort.)
However, when planning for other things on your arrival day, keep in mind that flight delays are common. Also, resort room check in can take a half hour, and then it takes time to get to your room.
matlock42373 said:
2. What time should I expect my bags?
The bags will be delivered to your room 2-6 hours after you land, assuming your room is ready. If you pack a carry-on with anything that you need right away (such as swimwear or theme park wear), it really doesn't matter. You don't have to be in your room when your luggage is delivered. Last time, our luggage was delivered while we were out at night, so I have no idea how long it really took.
matlock42373 said:
3. How much do you tip the Bell Boy?
For DME luggage delivery, Disney tips the bellman! That's why the bellmen deliver even if you're not in your room. This assumes that you use DME as designed, by tagging your bags with the yellow DME tags before you check them at your home airport.
If you get assistance with any bags that you brought onto the DME motorcoach, then it's appropriate to tip the motorcoach driver and the bellman ($1-2 per bag, each).