When we only had the one child and she was a tall, thin 5-year-old, we bought a graco IPO stroller, which was rated for 50 pounds and basically was just a sturdy umbrella stroller - convenient and it lasted through 2 trips, with my DD even sleeping happily in it when she was beat tired. Once we had the baby, we packed our huge fisher-price sit n stand in the back of our car and brought that down with us. The baby was so comfy in the front and it had a nice bench in the back for DD7 to sit if she got tired. That stroller was awesome, but a bear in size and weight -took up most of our trunk space and we were surprised to note that our older girl maybe sat on the back 2 or 3 times - she had a lot more endurance and we had changed our strategy from "commando-style"-DL-from-opening-until -closing to staying-sane-with-an-afternoon-break at the hotel - so I think that maybe helped her not get as exhausted as previous trips. Now, because I am expecting again, we just got a Joovy Caboose Ultralight. It's light, folds compactly, would be great on a plane or in a car trunk. We intend on bringing it with us for DD2 to sit in the front, and to still give DD8 the option of resting her legs on the back if she needed to. Once the new one comes, she will be bumped from her spot, but she's probably at the tail end of needing a ride now anyway. Well, I hope some of my experience helps someone! Can't wait to get back to the park!