Flying with a toddler is a full-contact sport. Flying with two toddlers, in December, to do Disney’s Magical Christmas andSeaWorld in the same trip? That’s a whole different level of prep. My girls are 4 and 2 right now, and between plane rides, long park days, and Florida’s “warm afternoon, chilly night” December weather, I’ve learned (sometimes the hard way) exactly what earns a spot in the suitcase and what doesn’t.
Here’s everything we’re packing, broken down by where it actually gets used — plus the honest opinions that come with a few years of trial and error.
On the Plane
Omzer Inflatable Toddler Airplane Bed — This one’s my go-to for the under-2 crowd. I used it for my daughter when she was 1, and she slept through the entire flight. If you’ve got a toddler on your lap or in a seat who still naps hard, this is worth the carry-on space.
Airplane Seat Essentials — This is more of an older-kid version of the one above. If your toddler’s outgrown the Omzer style, this one fits better for the bigger kids.
Airplane Tray Table Cover — I genuinely love this one. I pack all their activities into it ahead of time — coloring pad, sticker books, tablet — then just pull it out and slide it right onto the tray table. Everything’s within reach, nothing’s rolling onto the floor of the plane.
Kids LCD Writing Tablet — Mess-free coloring for flights, car rides, and stroller downtime. No crayons to lose, no paper to run out of, and it folds flat.
Coloring & Sticker Activity Book — A sticker book is such a simple thing, but it keeps my kids occupied and organized (as organized as a toddler with 300 stickers can be).
Kid Headphones — I’ve tried a lot of kids’ headphones at this point — the headband style, ear plugs, other over-the-head ones — and these fit my kids the best out of all of them.
Alpine Muffy Baby Ear Muffs — These aren’t just for the plane, honestly. I’ve used them at a basketball game, and my daughter was so happy to have them. If your trip includes anything loud — fireworks, parades, a packed arena — these earn their keep well beyond travel days.
Keeping Everyone Fed
Ubo Baby Food Bottle — My kids are messy, and a regular sippy cup just can’t handle anything thicker. This one lets me pack purees, smoothies, yogurt, oatmeal — the stuff a sippy cup would just make a disaster of.
Ubbi Tweat Snack Container — I went through a few snack cups before landing on this one. It has a top (so much less spillage than the open kind) and a removable insert, which makes it more versatile than it looks.
Silicone Snack Containers — For my older kid who doesn’t need the sippy-style snack cup anymore, or honestly just for portioning and hauling snacks in general.
Boon Snug Sip Universal Bottle Toppers — These turn any open water or juice bottle into a spill-proof sippy on the spot. Easy to pack, and so handy for park days when you’re grabbing bottled drinks on the go.
Safety in the Parks (and Everywhere Else)
3-in-1 Toddler Harness Leash — I’ll be honest, I was never a “leash” person. Then I used this one in Niagara Falls, where my daughter was a full-on runner at the time, and I was terrified she’d get too close to the edge of the boat. It’s not glamorous, but it gives real peace of mind — and if you’ve ever tried to hang onto a toddler in a Disney crowd, you know exactly why it’s on this list.
Waterproof AirTag Bracelets — If you’re like me… nothing else needs to be said about these.
AirTag Hidden Holder with Invisible Pin — A second way to keep an AirTag on a kid — this one pins into clothing or a bag instead of going on the wrist, so we’re covered either way.
Apple AirTag — The actual trackers that go in both of the above, plus one for the diaper bag and one for our checked bag, because Disney crowds are not the place to find out your stroller got left behind.
Sleeping (Wherever We End Up)
Inflatable Toddler Travel Bed with Safety Bumper — This has come with us on many trips at this point. I won’t pretend it’s the most compact thing to pack — it takes up about a quarter of our big suitcase — but I’ve never had a weight issue with it, and here’s my honest take: if you’re trying to avoid checking a bag at all, this isn’t for you. But if you’re already checking one (which, with two toddlers, we absolutely are), you might as well have a bed you actually trust your toddler to sleep in.
Getting It All Packed
Kids Compression Packing Cubes — These are a must for us. Everything gets separated by outfit, so I can grab one cube instead of hunting for pants in one spot and shirts in another — a big deal when you’re packing for two toddlers and trying to get out the door.
Florida Weather & Park-Day Comfort
Hooded Rain Suit — December in Florida means warm, humid afternoons that can turn into a sudden downpour with zero notice. I wanted something easy to pack and quick to throw on over whatever they’re already wearing, and this fits the bill.
Kids Neck Fan — Florida afternoons can still get warm even in December, and a packed park day with two toddlers is not the time to find that out the hard way. Lightweight, USB-rechargeable, and compact enough to clip onto a stroller or bag.
Disposable Toilet Seat Covers — I genuinely don’t understand why more people don’t pack these. A day of park hopping means a lot of public restrooms, and some of them are rough. I get frustrated with myself every single time I forget to bring these along.
That’s the full list — from the plane to the parks to wherever we’re laying our heads down each night. It’s not a minimalist packing list, and I’m not going to pretend otherwise, but traveling with two toddlers was never going to be a light-pack kind of trip. These are the things that have actually earned their spot in the suitcase trip after trip.
What’s on your must-pack list for a Disney trip with little ones? I’d love to hear what I’m missing.