An Umbrella Stroller!
Airports are crazy big. And when you need to get from gate 22 to gate 107 in 15 minutes and you have 3 carryon items with you and your kid, you want to have a stroller that you can either a) throw your bags in or b) throw your kid in!
A Carryon Backpack
It is so much easier to have your hands free when keeping track of your toddler while waiting for your flight or standing in line for a bathroom and your scrambling to keep your daughter from touching anything!
Items for Backpack
Favorite Books (2-3)
Change of Clothes - just in case you have an accident on the plane, or worse, your kid's luggage gets lost
Diapers and Wipes. Do not skimp on the diapers. (I packed enough for 2 days)
Portable DVD player and a few favorite DVDs
Favorite Snacks (we did veggie straws and popcorn, which ended up being a lifesaver b/c apparently Continental no longer serves ANY free snacks)
Coloring Book and crayons
Your child's favorite sleeping aid (a soft blankie, pacifier, stuffed animal, etc), as long as it's small enough to fit in the backpack.
Traveling First Aid Kit
We were actually pretty fortunate that our daughter slept about 2/3's of the plane ride there and back. But for the remaining time where she was awake, the backpack had everything we needed to keep her calm and "perfect", as one co-traveler pointed out =)


Great advice! We are dreading the day we have to board a plane with B. Just the car ride to Maine is enough to drive me crazy. :)
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