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Sampling America · The Cain family

A life made of little moments.

One portrait. Hundreds of our travel photos. Come take a closer look.

Jake, Sarah and their three boys at Rocky Mountain National Park, in a portrait made from travel photographs

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Follow our journey

The portrait blend fades as you zoom, revealing our travel photos in their original colors.

2017 · The first big trip

A month. A rented van. Just the five of us.

We took a month off, rented a van, and headed west with the boys. Yosemite, Yellowstone, the Grand Canyon—and the kind of time together we wanted more of.

People called it a once-in-a-lifetime trip. We weren’t quite ready to agree.

Our family of five on a rock beside a mountain lake
Rocky Mountain National Park · 2017

2019 · A new member of the family

More than a way to get there.

With my parents joining our next western trip, we needed more room. So we bought a 1999 conversion van, fixed it up, and made it ours.

The Monster Van has carried a lot more than luggage. The miles, the smells, the memories—it all comes with us.

Our conversion van, with Jake looking out of the driver’s window
The Monster Van, at the beginning · 2019
The Monster Van parked at Red Cliffs Lodge
A stop at Red Cliffs Lodge · 2019

2019 · This time, bring Mom and Dad

“Once in a lifetime.” Again.

Another month out west, this time with my parents along for the ride. It meant we could share the places we loved with them—and find a few new favorites together.

Moab was one of theirs. I still remember Mom taking in the Colorado River view from Red Cliffs Lodge.

Looking out from the deck toward the river and red cliffs
The view from our deck at Red Cliffs Lodge · 2019
Two travelers at a Bryce Canyon overlook
Bryce Canyon · 2019

Fall 2020 · One conversation changed the school year

The road became our classroom.

Our friends Jonny and Chiara Carroll were headed to Maine. With COVID making the school year so uncertain, they suggested we homeschool and come along. We decided to give it a year.

That fall brought lobstering with Captain Clive in Maine, then Boston, New York, Philadelphia and Washington, DC. History lessons became places we could walk through together.

Our family beside a lighthouse on the Maine coast
Maine · September 2020
On our lobstering trip in Maine
Lobstering with Captain Clive · 2020
The boys looking toward the New York skyline from the water
New York Harbor · Fall 2020

Winter 2021 · School first. Then the beach.

Winter looked a little different.

We spent the winter in Key West. School in the morning; the pool or the beach in the afternoon.

There were lessons at the table, afternoons outside, and plenty of reasons to think we might want to do this again.

Our group enjoying the pool beneath palm trees
Pool time in Key West · February 2021
Our family at the Southernmost Point marker in Key West
The Southernmost Point · February 2021

June 2021 · A bucket-list trip, together

Taking Grandpa to the Grand Canyon.

Some trips are about a place. This one was about getting Granny and Papa there with us.

We loaded the Monster Van and headed west: four national parks, family stops, matching shirts, and a Grand Canyon visit we’re glad we didn’t keep putting off.

Two travelers sitting on a rock overlooking the Grand Canyon
At the Grand Canyon · June 2021
Seven travelers in matching shirts beside the Monster Van
Ready for the road with Granny and Papa · 2021

2021–2022 · We decided to do it again

One school year became two.

We loved that first year enough to give roadschooling another one. The Northeast called us back in the fall, and we spent the winter in San Diego.

After San Diego, my parents flew out to meet us in Phoenix. They rode home with us, with Utah and a few more stops along the way.

An afternoon at a pool with palm trees and a waterfall
San Diego area · February 2022
The red-roofed Hotel del Coronado and palm trees
Coronado · January 2022
Two travelers standing below a sandstone arch
Utah on the way home · March 2022

July 2022 · North with Chris and Pam

A little Pure Michigan.

Chris and Pam joined our family for a week in northern Michigan. We made Bellaire our base and headed out for lake days, fishing, cherry picking and Sleeping Bear Dunes.

And yes, after all those Tim Allen commercials, Michigan really did live up to the invitation.

Our traveling group in front of a colorful Traverse City mural
Together in Traverse City · July 2022
Our traveling group gathered around a picnic table on a sandy Michigan beach
A picnic together by the lake · July 2022

2023–2024 · More miles out west

Some places keep calling us back.

The western trips kept coming. Our photo albums take us back through Moab, Page and Yosemite in 2023, then more days on the road in 2024.

Not every trip has made it into a finished story yet. The photographs are a place to start.

Travelers among red rock formations
Moab · July 2023
Travelers beside a rocky path and waterfall
Yosemite · July 2023
Horses grazing below a mountain range
Wyoming · Summer 2024

Summer 2025 · A little farther from home

Our family, across the Atlantic.

In 2025, we took the family to Europe. A different kind of trip, with the same five of us collecting the moments along the way.

Five travelers posing in front of a historic building in Berlin
Berlin · July 2025
Three boys standing in front of a stone archway
Santorini · July 2025
Waterfront buildings and church towers in Lucerne
Lucerne · July 2025
The stone arches and ruins inside the Colosseum
Rome · July 2025

Summer 2026 · Still making room for another trip

More time together. More road ahead.

This summer, my parents came out west with us again. Another chapter with the boys and their grandparents sharing the trip.

We’ve been blessed to see so much together. These are the big trips, but it’s the people—and all the little things in between—that make them ours.

Five travelers sitting together beside the ocean
California coast · July 2026
Mountains beyond a river and yellow wildflowers
Wyoming · July 2026
A group gathered inside a timber lodge
Montana · July 2026

There’s more along the way

Take the next detour.

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