Episode #22: How I’m Planning Our 9-State Spring Break Road Trip With Kids

Our current map with photos of states we’ve visited. We love this map and it’s framed on our wall. You can print photos yourself or go through ThunderBunnyLabs.com to print out stickers of your photos that fit perfectly in each state.

One of the biggest goals our family has set for ourselves is visiting all fifty states before our oldest heads off into adulthood — and we’ve got about five and a half years to make it happen. So far, we’ve checked off fourteen, and every time we cross another border, it just fuels that dream even more.

We want our kids to see the full tapestry of the United States — historic cities, coastal towns, national landmarks, and those unexpected small places that leave the biggest impressions. And while we absolutely love international travel, we’re equally excited to explore our own backyard.

This spring break, we’re attempting something we’ve never done before: a nine-state road trip. We’ll be flying into Newark, New Jersey and driving all the way down to Savannah, Georgia — and I’m taking you behind the scenes of exactly how I’m planning it.

Our Route: Newark to Savannah

Here’s the path we mapped out:

  • Fly into Newark, New Jersey

  • Ferry to the Statue of Liberty from the New Jersey side

  • Drive to Philadelphia

  • Drive through Delaware and Maryland to Washington, DC (two nights)

  • Williamsburg, Virginia

  • Outer Banks, North Carolina

  • Myrtle Beach, South Carolina

  • Hilton Head, South Carolina (two nights)

  • Savannah, Georgia — fly home

We chose this route because it flows geographically, makes sense for March weather, and lets us combine history-rich cities with relaxing beach towns. When planning a big road trip, I always start with a rough map, plug everything into Google Maps, and then work backward to see where it makes sense to slow down versus just pass through.

How I Start Planning a Big Family Road Trip

Every big trip starts with the same three questions:

  1. What’s the main goal?
    For us, it’s checking off new states and exposing our kids to different regions of the country.

  2. Where do we fly in and out?
    This saves massive amounts of driving time and helps keep rental-car costs reasonable.

  3. What’s an overnight stop versus a sightseeing stop?
    Some places deserve two nights. Others are perfect for a quick visit and dinner before moving on.

Keeping these distinctions clear helps the trip feel exciting instead of rushed.

Choosing Hotels Along the Way

With a family our size, accommodations matter a lot.

For this trip, we’re mixing:

  • Vacation-style stays with extra space and laundry

  • One-night road-trip hotels booked through Priceline or Expedia

  • Centrally located properties so we’re not wasting time driving back and forth

We intentionally built in two-night stays in Washington, DC and Hilton Head so we can slow down a bit. That breathing room makes a huge difference for everyone’s energy levels — especially the kids.

Location almost always matters more to me than luxury. Easy parking, highway access, and walkability are huge wins on a road trip.

Planning for Kids: Downtime Is Non-Negotiable

One of the biggest mistakes families make on big trips is overscheduling. We’ve learned the hard way that kids — and adults — need time to decompress.

Our general rule:

  • One major activity per day

  • Pool nights or movie nights at the hotel

  • Grocery store stops instead of every meal at a restaurant

  • Stretch breaks every two to three hours on drive days

For driving days, I aim to cap our time in the car whenever possible and always plan fun pit stops — playgrounds, scenic overlooks, or quick beach walks can completely reset moods.

How I’m Packing for a Moving Road Trip

Because we’re changing locations so often, I’m packing in “time blocks” instead of destination blocks.

  • Suitcase #1: Newark through DC

  • Suitcase #2: Williamsburg through the Outer Banks

  • Suitcase #3: Myrtle Beach through Savannah

That way we’re not digging through everything every night.

We’re still packing light: mix-and-match outfits, limited shoes, and laundry midway through the trip. I also organize the trunk into zones so the daily-use bags are always accessible and we’re not unloading the entire car at every stop.

My Digital Itinerary System (and Why It Saves My Sanity)

Everything for this trip lives in one digital hub:

  • Hotel reservations

  • Ferry tickets

  • Drive times

  • Parking notes

  • Attraction lists

  • Restaurant ideas

My husband has access. I download offline copies. No one is scrolling through emails in a hotel lobby trying to find confirmation numbers.

This is also where my Family Travel Made Easy planning system comes in. After years of traveling with kids, I built a set of worksheets, checklists, and digital itinerary templates that help streamline the entire process — from research to packing to budgeting.

I’m using that exact framework right now to build this nine-state road trip, and I’ll link the guide in the episode description in case it’s helpful for you as you’re planning your own adventures.

What I’m Most Excited About (and a Little Nervous About)

I cannot wait for:

  • Seeing the Statue of Liberty with the kids

  • Exploring DC

  • Walking Colonial Williamsburg

  • Beach days in the Outer Banks

  • Relaxing in Hilton Head

  • Savannah’s historic charm

What makes me a little nervous?

March weather, traffic around major cities, hotel-hopping days, and just keeping everyone healthy on a long trip. But that’s part of the adventure — and I can’t wait to share how it all actually goes.

Stay Tuned for the Post-Trip Recap

When we get back in late March or early April, I’ll be doing a full recap episode breaking down:

  • What worked better than expected

  • What we’d change next time

  • Our favorite stops

  • Kid reactions

  • Hotel reviews

  • And the biggest surprises along the way

If you’ve ever dreamed of tackling a multi-state road trip with your family, I hope this episode gives you confidence that it is doable — with a little planning, flexibility, and the right systems in place.

Until next time, savor the moments and make memories that last a lifetime!

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Episode #21: Carry-On Only Travel With Kids: How We Pack Light and Skip Checked Bags