We were there at the end of June. Our flight was about 2 hours late arriving (putting us at an 11 pm arrival. We were put right on a bus, but waited about 30 minutes for 4 other families. We were the last ones dropped off- the order for us was ASM, Boardwalk, Coronado Tower, then AKL. It was a long night for us!
The return trip to the airport was similar- we were picked up first with another family leaving AKL. Then to ASM, Boardwalk and another resort on the way that was not Disney-owned. I specifically emailed when I made the reservation to ask for an earlier pickup- we had issues last year with checking bags and getting through security on the schedule they gave us because of the multiple stops. They suggested about 30 minutes earlier, I went for an hour prior to that (to be extra safe) and made a reservation for security through MCO Reserve. We had about a 30 minute wait at the airport before we could check our bags (apparently SW has a 3 hour prior to flight limit?) and then another 30 minutes prior to our Reserve time. Then we had about 2 hours at the gate- which was fine with us as we wanted to get food and a bathroom break. We figured we'd either be sitting in the hotel lobby or the airport, so the extra hour wasn't a big deal to us.
My advice would be to ask for the pickup to be an hour prior to their usual time if you have to check bags or don't have TSA Pre-check and need to wait in regular security or make it to a Reserve time. The additional stops eat up more time than you think! Other than the timing, it was a good ride. Neither bus was packed- DH, DS and I all had our own set of seats to spread out in and both drivers were very nice and the ride was smooth.
