Only road?
Or water and air allowed too?

Only road would be from Rotterdam, Netherlands to Prague, Czechoslovakia.
1983, by coach.
At the border, armed Czechoslovakian soldiers came in and checked our passports (I think I had never seen guns before, or armed military).
Later on, in Prague, a few of my classmates and I were halted, and booked (10 crones), by, again, armed soldiers (or police that looked like soldiers), for walking on the grass on the Wenceslas Blvd.
We were told beforehand, to not bring much pocket money because we wouldn’t need much anyway (it being cheap as dirt, everything).
It was.

Single day – Lafayette CA to Jackson WY

Multi Day – Home/Telluride/Taos/Vail/Aspen/Park City/Lake Tahoe/ Home.

When I was a kid, my family moved from San Francisco to St. John, New Brunswick, Canada. I was in the front seat between my parents or on my mother’s lap the whole way. We stayed one time at a motel in Nebraska that was next to a drive in theater. The sound was piped into the room and you could watch the movie from your room. Better than TV!

@rebbel: Yeah, driving trips.

In the past, I’ve driven from NY to Maine, and NY to VA. This past summer I did NY to Wisconsin, which was two days. This February I am considering doing NY to FL, which would be two days, possibly 2½. For long trips like that, I rent an SUV. I own an SUV but when I rent one, it’s newer and so if anything happens to it, I can just exchange it with another from the rental company.

Colorado to the East Coast. Mostly across I-70. Multiple days.

I have always wanted to Florida to LA on I-10. I have done parts of it, but not the whole thing end-to-end.

Washington state to Florida, but I don’t really remember it. I was about 4.

In the mid-90s, my wife and I drove from MA to CA with no place to live once we got there. We camped along the way, then lived in a tent in various campgrounds near Isla Vista (they would only allow you to stay for one week and then force you to leave) until we found an apartment.

One year later, we took 3 weeks to drive from Isla Vista to MA by going north and then east – camping the whole way. It was an amazing experience. The beautiful west coast highway, Seattle, the mountains, camping in Yellowstone, etc.

When I lived outside of Seattle, every couple of years I would throw everything else into storage, and some clothes, camping gear and the dog into my Jeep and do a round trip from Seattle to the SF Bay area, Denver, St Louis, Columbus, Pittsburgh, Long Island, Boston, and back to Seattle. I would stay for a few days with friends in those places.

Then I had to be a grown up. Sometimes I miss those drives, but I’m pretty sure this old battered flesh wouldn’t be happy.

One mile from Pacific Ocean in Los Angeles to Boston, Massachusetts by way of Las Vegas, Salt Lake City, Yellowstone, Mackinaw City and Buffalo.

More than 4,000 miles.

I was 11. Most of the roads were two lane.

864 miles when the national speed limit was 55 MPH.

In my junior year of college, some friends and I went on a multi-day road trip from Palo Alto, CA to New Orleans, LA for Mardi Gras. It was fun—we spent one night in Santa Fe, which was an amazing city and I had to return a couple years later (while not directly on the route, we stopped there to pick up a friend and stayed for almost a full 24 hours). It was a lot of sitting, though. More than five hours of driving in a day is pushing it (the stretch that I drove was mostly through New Mexico).

I did Illinois to California when I was a toddler and we moved to the Los Angeles area. We did a lot of family road trips when I was growing up. We drove back to Illinois when I was 5 or 6 years old to visit family, then drove back to Las Vegas where we were living at the time.

When I was 20 I drove from San Luis Obispo, CA to Illinois with a friend of mine. It took us three days. Three weeks later I drove to New York and back to Illinois. There were four of us so we took turns driving so we didn’t have to stop. We spent a night on Long Island then a night in Washington D.C. before returning back to Illinois. I guess technically I drove cross country and halfway back in a three week timeframe. It was an amazing experience.

Missouri to Colorado was probably the longest. It was fun.

We traveled from Kansas to the Rocky Mountians every year to hang out at Harmel’s Ranch Resort.. It was about a 12 hour trip.

I took a bus from Oakland to Chicago and back.
What did I see?
Reno
Salt Lake City
Grand tetons
Cody Wyoming
Old Faithful
Yellowstone
Mt. Rushmore
Grand Canyon
Topeka
Disneyland

That said traveling on a bus for a couple weeks is miserable.

My longest was a road trip when I was a student. We hired a car and drove up the east coast of Scotland to John O’Groats then followed the road west to Durness before driving down the west coast all the way to Glasgow. We travelled about 1,500 miles in all and got great weather the entire week. We stayed in Youth Hostels.

6,000 miles total

Alabama to California when I was a little kid, Texas to Wyoming, Montana, and the Dakotas about 12 years ago. Saw Jackson Hole Wyoming, Yellowstone, Mount Rushmore, Custer Battlefield, and a little bit of Idaho on the roundabout and leisurely way home. Great trip.

A class trip to Hungary, which was about 700km. But we drove straight through, with no stops in between, so it doesn’t really count as a “road trip”.

Longest any kind of trip I have ever been on was around the world, spaced out for two years. We went with Dad when he was deployed to Delhi India on a tour in ‘65, via Oklahoma, South Carolina, Madrid Spain, Saudi Arabia (refueling plane) then Karachi Pakistan and on to Delhi, two years. Homeward bound, Mannila Philippines, Honolulu, Hawaii, then L.A. California. A year later, when we transferred to Fort Bliss in El Paso, Dad took some leave time one summer, and we drove back to Oklahoma to see relatives and drove by our old house in our old neighborhood on a whim. Dad turned to me and said, well now you can say you have been completely around the world.: ) Took us awhile Pap, but we did it! RIP dad.

Van Nuys, CA – Biloxi, MS – Atlanta, GA – Boston, MA – Hopkinton, MA.
This was in Feb, so we took the I10 to minimize our snow and ice encounters.
The trip was 3,471 miles according to Google maps.
I took the trip to visit an ex-Navy friend. I stayed with him and his wife for about a week.

We basically took good ol’ Route 66 from Boston back to Van Nuys.
The return trip was just over 3,000 miles, so the round trip was about 6,500 miles.

The year was 1973 and the car I drove was a 1972 Datsun 510.

@Brian1946 Got your kicks on Route 66? Wish I could have done that.

Haven’t gone on too many long trips. But the longest one I’ve ever taken was from Lexington Kentucky to Denver Colorado, visiting major cities along the way. About a two week trip.

About 4800 miles, from Chicago to San Jose, planned to the limit by my son, who was returning home by car after two years on the East Coast.

He met me at O’Hare. For about two and a half weeks we zigzagged north and south from national park to national park, hitting spots in Illinois, Wisconsin, Minnesota, Wyoming, Montana, Idaho, Utah, Nevada, and California. It was a wonderful, thrilling, amazing trek, seeing places like Glacier NP and Arches, Bryce Canyon, the Tetons, and much, much more, and I never want to go anywhere near Angel’s Landing again as long as I live.

@Brian1946, Hopkinton? the Marathon?

I’ve driven from Boston to Quebec, Boston to Baltimore, and San Diego to Las Vegas (twice).

Not sure which is longer.

I’ve al driven from Boston to New York (which isn’t that far) over twenty times.

@Brian1946 I had a Datsun 710 about the same time – hand me down from my dad. Not the world’‘s most beautiful care, but it was a workhorse.

@cookieman

My niece, my dad, and I drove from Harvard to Rivière-du-Loup, QC in October, 1993.
It’s my favorite autumnal trip of my life.

Where did you go in Quebec?

@elbanditoroso

Was it a hatchback or a station wagon?

Some of my friends tell me I’m going to Hell in basket.

Still not there yet, but so far I like the scenery.

@SnipSnip – Six thousand miles?!!

Where to?

@JLoon

“Some of my friends tell me I’m going to Hell in basket.”

Thanks for letting me know in advance.
I’ll prep your pit for you! ;-D

@Brian1946 – Hope there’s room service! ;)

@JLoon

There is, except we call it pit service.
Just leave a note on the edge requesting that the Hellp make a pit stop. ;)

@Jeruba Yes, the Boston Marathon Hopkinton. The air mileage is a little over 25 as I measured it on Google maps, but the shortest road distance is 32 miles. I wonder what the starting point, ending point, and routes are.

I meant, were you there for the Marathon?

No, I wasn’t.

I didn’t even know it was part of the route back then.
I was only in Hopkinton to visit my ex-Navy friend.

1,274 miles from Hastings-on-Hudson, NY to Ft. Lauderdale, FL when I was 9. I just mapped it. My mom swore to never drive that far again. We didn’t have air conditioning in the car. My little sister got car sick at one point. We actually stayed in Melbourne a few days too, and drove to Disney one day from Melbourne back and fourth as part of that trip, so not just down to Ft. Laud, but a little around the state of Florida too, and if you’ve ever spent time at Disney you know it’s exhausting.

In my early 20’s I sort of drove from Montgomery Village, MD to Ft. Lauderdale, FL, but part of the trip was on the auto train. That’s just over 1,000 miles including being on the auto train.

As an adult it’s very similar between Memphis suburbs to Daytona, FL, or to Sebring, FL. They’re both around 800 miles. I’ve done that more than once both destinations. We usually stop once or twice and sleep in a hotel to break up the trip. Twice if we leave the night my husband worked all day. Those trips were for car racing and I wanted to be sure my husband was well rested when driving 150 mph around a curve a few inches from a wall.

A spontaneous 11000 mile trip taken in 2016 with my daughter who was 15 at the time. Coast to coast and then some.
No plans one April school break so we hit the road in my 2 door Wrangler. Over the week + we only stayed two nights in hotels. Slept the other in the Jeep. Hiking was the plan, Bryce, Zion and Grand Canyon were the destinations.
Starting point New Hampshire Seacoast. States on the way MA, NY, PA, OH, IN, IL, IA, NE, CO, UT, NV, CA, AZ, NM, TX, OK, AR, TN, KY, WV, MD, DE, NJ, NY, CT, RI, MA, NH
Hiked in Colorado, Bryce, Zion, Grand Canyon, Oak Creek Canyon, Sedona, Taos.
Overnights in vehicle in OH, IA, CO, UT, AZ, NM, OK, KY, MD
One of the most memorable trips. Yes, I love driving and have serious wanderlust.

From Kentucky to California. Very boring taking the interstates as I did nothing interesting.

@FragileLayers You missed a lot of good stuff between Kentucky and California.

@SnipSnip Yes but I was in a time crunch to arrive unfortunately.