We went with a 1, 3, 5 & 7 year olds and were aggressive in our schedule and pace. We rented a double stroller (3rd party provider delivered it to our hotel) and the 3 & 5 year olds were in it the most (we had an ergo for the 1-year old). I don't think we would have survived that trip without a double stroller!

Hell yes. A double or two singles. Rent from Kingdom Stollers if necessary. I’m going with an almost 7 yo and a 9 yo and still bringing our single McLaren volo.