DS is 6.5 with autism and low tone so he needs a place to hide and rest at times (more at disney). He's 60 lbs and 51 inches, hence the large stroller need. DD will be 14 months when we go, but I frequently wear her in a baby carrier so DS can sit in the stroller when he needs.
I currently have a peg perego atlantico that I bought used 3 years ago and is def showing its age (I've had to tighten loose screws in the frame and such). I think it only goes to 45-50 lbs, but I let DS sit in it anyway. He fits if I remove the snack tray and he can put his feet on the foot rest, though his knees are bent high.
In our non-WDW days, he only needs the stroller occasionally. But last year at WDW, we borrowed a baby trend sit and stand and it was a BEAST. DH thought we should borrow that again, but I don't want to fight with it at the airport, buses, just being able to turn it alone is terrible. Plus, it won't allow DD to recline and sleep. So I thought bringing two strollers would be better. I'd like one with a good basket with recline that could be my permanent, which I guess I could bring my current PP (though its HUGE when folded, but we've taken it to DLR many times) or maybe something like city mini would be it. Then if we had a second umbrella type for DS to push around WDW, that would be small enough folded to carry on buses? Not sure how this would work. I imagine having to drag this second stroller everywhere, wish there was a way to attach it to the main stroller?
We tried a city mini (and elite, but really out of my price range unless I can find one used) and some Macs at the sore yesterday. He sat in the mini fine except the tiny foot rest really only has room for one foot!

Not sure how that will work with his feet hanging off. And the main problem on the macs was the distance between the seat and the foot rest is ridiculously short so he practically has his knees in his face!
Oh, the decisions!