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I have been using the Ergo baby carrier since D was about 9 months old (when my back and shoulders finally couldn't survive a day with our old Baby Bjorn), and she still travels and naps comfortably in the sling at 19 months old. The Ergo lets me choose whether to wear D on the front or back and has a cozy hood that supports her head when she is sleeping.
The GB Pocket Stroller folds down small enough to fit in an overhead bin or under the seat in front of you. It's a great choice if you don't want to risk the airline losing your stroller and will be traveling mostly on sidewalks and indoors.
Our Maclaren stroller is a sturdy workhorse that has carried us through the rough cobblestone streets of Italy, been checked on many flights, and generally not treated very nicely. We've been delighted with both its light weight (as compared with other umbrella strollers) and with how well it has held up.