I have traveled with my daughter a ton- and I have learned what works and what doesn't. Get a backpack, buy a few small toys (I usually bring one toy for every 90 minutes of flight time). WRAP THE TOYS! Let them unwrap one every 90 minutes or so. ...
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Flight
Hotel/Airbnb
Flight
These items are rotated on every flight with us (3+ hour flight time). To be clear- we do not bring every toy. Rotation is *key*!
This kept her busy for over an hour. The only thing that got a bit annoying was helping her take the stickers off, she wasn't quite there yet with being able to remove them herself!
Bendon Magical Unicorn Sticker Book, 420 Stickers
This was a really cute one. I will be honest, she didn't last as long with this as some of the others!
Story Magic Dress-Up Dolls Magnetic Playset
This was, no question, the winner of the travel toys! This kept her so busy and she asked to play with them multiple times throughout the trip!
Magna-Tiles with magnetic carrying case
I only wrapped two and gave her only 2 on the flight. They do dry out quickly, but they kept interest on the flight to be worth the purchase. She loved playing with this and it wasn't super messy, but we did have to wash her hands afterwards.
Playfoam 8-Pack
This is my best friend. If the plane ride is more than 3 hours, you couldn't pay me to leave it behind. It blows up easily and works in first class and economy! Sometimes the stopper is a bit difficult to push in, but I always manage to get it done. Set-up is about 4 mins.
Inflatable Toddler Bed for Airplane
We purchased these for her ipad. She falls asleep at home with the sound machine and a story on her Tonies Box- we want to create a similar experience on the plane. The Amazon reviews aren't great, but i'm not sure why. We really like these and so does she!
Kids Headphones
This is another favorite for traveling- I typically store this in my handbag anytime we go out- especially to restaurants!
10 Inch reusable LCD Writing Tablet for Kids
This is a MUST during traveling for us! The strap allows our daughter (aka us) to wrap it around like a crossbody- so easy for quick movements during layovers!
Kids Water Bottle with Straw/Lanyard
You won't catch me anywhere without this stuff- ESPECIALLY the dirty airport. I go on the plane before my daughter and husband and spray the world down and also set up her spot.
Touchland Rosewater Hand Sanitizer Spray 1oz
This toy was terrible. I am putting it on here for awareness. It's awful. Don't buy it.
Sensory Activities Board for Toddler
I have to be honest, this did NOT work for us. It was too cumbersome, didn't allow her to move easily. and was just bulky. I am adding this because other people seem to LOVE it. I am not a fan.
Dreambaby® EZY-Tote Kids Activity Tray
This is a sticker book with multiple animals to make faces on. This is awesome for the plane- just make sure they don't try to put the stickers on the windows (it happened to us)! They may need help removing the stickers, which makes you have to be involved! This could be a good or bad thing!
Bendon Zany Zoo Create-A-Face Sticker Pad
This is another favorite. There are many different princesses to apply faces to. Including earrings, necklaces, and crowns.
Bendon Create-A-Face Sticker Pad (Princess)
Hotel/Airbnb
Things we put in our checked luggage
Until I am confident she won't roll out of a bed at a hotel/airbnb, I will carry these. They roll up to be small enough to fit into a carry on and takes seconds to blow up. We put them under the bottom sheet to make sure they're snug. She's never fallen out of bed using these!
(2-Pack) Inflatable Bed Rail for Toddlers
We bring this on every trip. We learned our lesson with a plug in only- we lost power and because of that we lost sleep. She FLIPPED when her sound machine turned off. I immediately was on amazon purchasing this and now it comes with us everywhere...
Yogasleep Hushh Portable Rechargeable White Noise
It's kind of weird to bring a plate in our checked luggage, she loves it and it's something small that makes her happy. Plus, when we land at 3am and she is hungry by the time we are at our destination, we KNOW we have something she can eat off of and we aren't scrambling
Constructive Eating Plate and Utensils Set
There was a bit of a learning curve, but once she understood it, she loved it! I would NOT take this on a plane (we learned the hard way). It has a lot of small fabric pieces. This is great for a coffee table at the airbnb or hotel.