I Took My Toddlers to Jackson Hole — This $7 Bib and Portable Car Seat Saved the Trip

Bugaboo Butterfly 2 Travel Stroller ($600)

This is a controversial decision. We brought only a single travel stroller. This comes down to an experience of having a checked stroller that arrived damaged. The Bugaboo Butterfly 2 folds easily and fits in the overhead compartment on the plane. I also have the wheeled board ($180), so one of the kids could stand on the back. This stroller was the little engine that could as it navigated surprisingly well on rough terrain. Its ease and simplicity has made me use it as my primary stroller, rather than a double stroller.