I was thinking about our Thanksgiving trip. We flew. We did not take a stroller, I wore Ethan in the pouch and the boys walked along side us carrying their own backpacks. It was SOOOOOO much easier than carting a stroller around the airport! I could wear him in the pouch and walk right through security. No folding and unfolding of a stroller to put on the belt to be x-rayed. Then moving through the aisle of the airplane to get to our seats was super easy. He was just right there, snug against me the whole time. I'll never take a stroller to the airport again!!
Also, the last time we went to Disney World, I brought the sling, just in case. It was naptime for Ethan and we were headed to the Winnie the Pooh ride. I took him out of the stroller and put him in the pouch. While other toddlers were cranky and fussy, Ethan was calm and laid his head on me while snug in his pouch. While other parents were trying to keep their kids happy standing in a 30 min. line, Ethan fell to sleep peacefully within 5 min. Then I just got right on the ride with him still in the pouch. He slept through the whole line and almost through the whole ride! It was so incredibly easy!