There was a time when planning a road trip meant unfolding a paper map across the hood of your car and tracing out your route with a pen. No voice commands, no rerouting, and no blue dot showing where you were. Just you, your instincts, and the open road. From the 1930s through the early ’90s, road trips weren’t just about getting somewhere, they were part of the American experience.
Whether it was a packed family station wagon, a convertible cruising down Route 66, or a group of friends following the sun without a plan, every journey had its own story. People got lost and laughed about it, pulled over for dinner on the roadside, and relied on handwritten directions or advice from strangers. These 20 vintage snapshots offer a window into that simpler, slower time when the road was wide open, and getting there really was half the fun. Here are 20 vintage photos of American road trips.
This was back when a compass and a map were our only navigational aids.
This is what happens when your 10-year-old son navigates the map.
This is a photo from a family road trip in the ’50s.
The back of the station wagon was the place to be in the ’60s.
This photo was taken in August 1975.
Milk on a road trip is a questionable choice.
You couldn’t fit another person in that car if you tried.
Isn’t it amazing that we used to take a week-long road trip to see something so simple?
He’s got his map in hand, and he’s ready for guidance.
Heading from Florida to California in search of some bigger waves.
Even if you were just driving all day, you wore your Sunday best.
I wouldn’t be surprised if those kids rode on the roof like that the whole time.
I just hope they stopped for the night after this stop. This photo was taken during a ’60s road trip.
They’ve got an entire house on wheels right there.
This photo was taken on a trip from Pennsylvania to Colorado, and I’m sure he ran into some rough weather along the way.
Can you blame him? He’s got 5 kids in that car with him.
That kid on the road has had enough.
I can’t think of a better way to spend your last summer before college.
The ’80s video camera really sets the tone on this one.
The only forms of entertainment were stereos and magazines.