Family Travel Tips

How we plan, pack and keep long travel days fun with two kids. Real tips from years of family adventures, so your next trip feels easier.

From Jen

We've traveled with our kids since they were babies: road trips across Canada, months in Maui and Costa Rica, and a winter walk along the Camino in Spain. Along the way we figured out what makes family travel feel easy, and what makes it fall apart.

These are the systems, packing lists and lessons we actually use. Start with the planning guides below, grab a packing list, and you'll be ready for your next adventure.

Our top tips

Plan the big pieces first: flights, where you will stay and one main activity a day. Leave the rest flexible.

Time flights around naps: with little ones, early flights or overnight flights are usually easiest.

Pack a day bag for each kid: snacks, a change of clothes and one new thing to play with.

Sort your data before you land: an eSIM means maps and messages work the minute you arrive.

Get travel insurance: it costs little and saves a lot of stress if plans change.

Slow down: two or three bases per trip beats moving every night.

Let the kids choose: give each child one activity to pick on every trip.

Start here

Planning a family trip? These three guides cover the basics.

Pack smart

Printable lists we use for every kind of trip.

On the road

Ideas for long travel days and slower, easier trips.

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Pack smarter for your next family adventure

Get our free printable Family Packing Checklist, plus trip ideas and planning tips twice a month.

Costa Rica beach with clear blue water

Are you looking for something a little more specific and customized to your family? I can help!

I love creating detailed itineraries that suit the unique requirements of your trip. I always include specific accommodation and activity options plus personal tips since I have actually been there and can provide insider info. It’s the best $100 you will spend, and it will save your HOURS of time and research.