Last Updated on May 3, 2025 by Colby Droscher
Before Siri barked “Next exit,” the open road was plotted by folding maps, neon motel signs, and a healthy dose of guess-and-check adventure. The 20 photos ahead capture that pre-GPS magic — from pump-boy greetings on Route 66 to kids dozing in tail-fin Chevys while Dad studies an AAA TripTik.
Fancy more throwback travel? Check the kitsch motels in 19 Images of Classic Roadside Motels and Route 66 Signs, roll the rails with 20 Vintage Railroad & Train Photos That Capture the Spirit of the Rails, or take to the water in 13 Rare Ferry Photos From the Past. Buckle up — America’s analogue highways await.

This was back when a compass and a map were our only navigational aids.
2. “We were supposed to be at the Grand Canyon”

This is what happens when your 10-year-old son navigates the map.
3. Before the days of fast food, roadside picnics were the answer

This is a photo from a family road trip in the ’50s.
4. Seat belts were optional

The back of the station wagon was the place to be in the ’60s.
5. Two sisters are getting ready to head to Louisiana

This photo was taken in August 1975.
6. Brunch on the road

Milk on a road trip is a questionable choice.
7. An early ’90s trip to Colorado

You couldn’t fit another person in that car if you tried.
8. A late ’80s trip to the Continental Divide

Isn’t it amazing that we used to take a week-long road trip to see something so simple?
9. Who remembers calling for directions?

He’s got his map in hand, and he’s ready for guidance.
10. It wouldn’t be a ’70s road trip without a flat tire

Heading from Florida to California in search of some bigger waves.
11. In the ’50s, you put on your best suit for everything

Even if you were just driving all day, you wore your Sunday best.
12. A family road trip in 1977

I wouldn’t be surprised if those kids rode on the roof like that the whole time.
13. Sometimes you just need a break

I just hope they stopped for the night after this stop. This photo was taken during a ’60s road trip.
14. An early ’60s trip to Yosemite

They’ve got an entire house on wheels right there.
15. Roadtripping on a bike seems tough

This photo was taken on a trip from Pennsylvania to Colorado, and I’m sure he ran into some rough weather along the way.
16. Dad needed a break during this road trip

Can you blame him? He’s got 5 kids in that car with him.
17. Taking a roadside break in the ’80s

That kid on the road has had enough.
18. They rented a van after graduation

I can’t think of a better way to spend your last summer before college.
19. A family trip to the Royal Gorge in Colorado

The ’80s video camera really sets the tone on this one.
20. An early ’90s road trip to Pennsylvania

The only forms of entertainment were stereos and magazines.