I walked 48km (30 miles) to win a bet with a friend.
The wager was a case of beer.
The counter-bet was that he could ride 240km (150 miles) in a day on an old single-speed bicycle.
I won that bet too, cause his chain broke 20km before the finish line.
Probably not the farthest but when I was about 14 I walked 4 miles through a forest, train yard and across a highway, in a snow storm, to make it to dinner at steak n shake with my first girlfriend. A friend was supposed to give me a ride but he ended up in after school detention. It was a dumb, freezing cold, no sidewalk trek that took nearly 3 hours.
16 miles. I was hungover, stepped out of my flat for a can of coke, and then just didn't stop walking until my headphones died. Took the train back home.
About 25 miles. About 30 years ago, I had a stint with meth, short-lived, thankfully. I walked from the north end of my city to a suburb south of the city to my sisters house to detox after a bender and running out of money. Funny thing, in retrospect, I had just enough money left for bus fare but when I got on the bus, I was still so sketched out (paranoid) that I couldn't bear to be around other (sober) people. So, I got off the bus immediately and walked. Not my finest hour.
I walked just short of 50km to see if I could. I was hungover and stopped for a smoke every hour or so, but I made it. I also had a big water bottle and music headphones to keep me pushing forward
21 miles, was deep in the backcountry and our food had spoiled, we were then short a day's worth of food and had to make it to the next camp. It was pouring down rain and a long summit day, but an unforgettable trip.
4 days in a row about 40 kilometer (about 25 miles) during ‘De Nijmeegse 4-daagse’ a big walking event in the Netherlands. It was fun! Lots of spectators along the way making a it one big party.
I was part of my Mom's camp crew on her trip to the Mt. Witney summit. I walked about twenty-five miles in, and then out again, two days later. I was fourteen or fifteen at the time.
I don't know the mileage, but I walked ten hours up a mountain and down, then up and down and up and down two more. It was supposed to be a two hour hike but the lead friend took us the long way around because he read the trail map incorrectly. We had two kids under five with us. Water and snacks ran out eight hours before we made it back to the campsite...
9 miles recorded by the GPS. If I draw a straight line from where the car was parked to where the GPs died it was 10.5 miles.
I thought I found a cool easy way to turn out simple out and back hike into a loop. It was a big mistake and we were completely unprepared. We didn’t have nearly enough water and there were zero readily available water sources on the mountain.
That day was a big lesson on preparedness learned the hard way (but not the ultimate lesson/hardest way thank goodness).
Me and my (then) partner went to London for Winter Wonderland and decided to make a day trip out of it. The distance was from us walking everywhere around West London and her not wanting to take any public transport, whether it was a bus or the tube. Thing is, we both had Oyster cards and our fares would have been capped for the day.
I averaged in the ballpark of 12 miles a day for over a week when I visited Chicago. Woke up around 9 every day and basically didn't sit until 9-10. I was sore for a while afterwards.
32 miles or so. Friend had the idea and arranged a shuttle to hike the whole East Bay Skyline Trail. Wife and I didn’t have any 30 mile days on the Pacific Crest Trail, which seems like some kind of right of passage or dick swinging that we “missed out” on. So I guess we did it to prove to ourselves that we could do it. It was not too bad actually, but I have no desire to repeat that distance for a day. 18-25 miles is much more sensible, if you want to spend all day walking.
18 miles on a hiking trip with full backpacks. Was racing to beat a sudden Sierra snowstorm that was bearing down on us. Had to ford through a glacier runoff lake that had risen to cover the trail. Made it to the car and out just in time.
Walked around like more than 14 kms in 2 hours. Went to a competition on a different districts women’s college. No mode of transport was there, only buses were available but men aren’t allowed in. Got to walk around the border of the district to got the bus.
About 12-15 miles a day over 5 days. Both times were vacation. Once in Chicago (nice weather, didn't feel like catching buses) and another in the North Cascades of Washington, hiking.
After graduating high school a couple of friends and I walked across the nearly entire length of our town (as determined by our own random metric). Reason? Because it was a task to be done.
I don't know if it was the furthest but it was some of the hardest. In college I took my GF backpacking with me. We were both pretty out of shape, but one day we did 12 miles of trail in the heat. On a couple of occasions I discovered that she wasn't behind me, and I went and backtracked and she was just standing there. She said that she had just lost track of what she was doing and just sort of blacked out.
We were both pushing really hard, for no good reason other than we were young.
It was a fun trip. We saw a lot of the rural midwest on that trip. She was from Chicago and grew up upper middle class, and she said she understood me better after she saw the sort of area I grew up in.
One funny thing. We were talking about lottery tickets, and the irrationality of it, and she kept noticing how every place had so many lottery tickets for sale and how every gas station we'd stopped at had people buying lottery tickets. She said "is that a big thing here?" and I said yes. And we ended up discussing it for a long time, and the end of the discussion was we decided to buy a lottery ticket just for the experience of it, being conscious that we would lose. I can't remember why we decided to do that. So we bought a ticket, specifically for the experience of losing the lottery, and won $50. It was so funny.
Looks like I went on a ten mile walk spanning about five hours on the Grubbin community day in Pokémon Go last September. I don't know if I have any experience that beats that.
15-25 kms Monday to Friday, every week for the past 8 years. I’m a meter reader, I get paid to walk. The most I did in 1 day was 33 kms. I’m in Australia so 40 degrees centigrade (over 100 F) are not uncommon. I walk whatever the weather.
I'm not sure exactly, but have taken some 10 mile walks (16km) with the now my daughter's dog when he was young and almost impossible to tire out, we would walk from where I used to live back then, to the neighborhood I now live in, and just wander around for awhile then walk back. That was our Sunday routine, 7 to 10 miles. That's probably the longest stretch at one go but I don't know if it's the most I've covered in a day on foot.