Our last trip to Disney our girls were 5 & 3. On our next trip (hopefully January 2012!) they will be 7 & 5. I'm sure we will be bringing one stroller. My DH will kill me, but I'm pretty sure I'll buy something (probably a Maclaren Volo) for that trip. Our last trips we had our main Graco stroller, and then a smaller, cheap stroller (we've never done a double). Last time the small stroller broke a couple of days into the trip. We spent the rest of the trip with the 3 year old in the stroller most of the time, but then would let the 5 year old ride when she got really tired. It was a lifesaver leaving the WS at Epcot late one night. We had done the pick a pearl in Japan, and it took a lot longer than they thought to have them set. By the time they were finally ready.... the 5 year old was done!!!! It was so nice to just throw her in the stoller, and double time it to the bus, rather than trying to lug a 40lb 5 year old (on the verge of a meltdown) through the WS!!! Our younger daughter is super tiny (she's only 28lbs now at 4 1/2), so if we have to lug a sleeping kid back to the room at night, it's easier to put the older one in the stroller, and carry her. At this point, I would only bring one stroller with, though. There is no reason they both need to be in a stroller all day long (and the 7 year old would look pretty ridiculous). However, for the few times a day she needs a spot to sit and rest, or at the end of a long day heading to the bus, I'm willing to endure the disapproving stares from people I'll never see again.