My most memorable trip alone was to Budapest. It was not long after the wall came down and things were in transitional chaos. I arrived by train from Vienna and was greeted by a confusing mob at the station. Fortunately the people I was going to meet with had someone there with a placard and my name on it.
Seems there was a taxi drivers strike and they were out in force to make sure no vehicles could get around. Lots of road blocks and tires being slitted. The guy I met helped figure out how to get to the meeting I was there to attend and to my hotel. I was there a couple of days and things just got worse. I was supposed to fly out, but there was no transit to the airport.
The hotel arranged for a strike braker taxi. He picked me up in the basement of a nearby building and we made our way through a real maze of back alleys to avoid the road blocks and angry crowds.
After a hour or so he pulled into an abandoned sports field and indicated that we had to get out and walk. He spoke no English and I no Hungarian, he tried speaking to me in German, but that was no better.
I could not see an alternative so I got out with him and began walking through an abandoned field, not another person in sight. I figured I was going to get robbed or worse... He did help carry my luggage.
Then we came to a hole in a fence, climbed through and came out on a runway. Had to run across it to the terminal. I made my flight!
The fare he charged was quite reasonable, low by most standards. I gave him all of the cash I had, probably the biggest tip I have ever given.
Not sure a traveling companion would have made much difference on that one.
I also had an almost as interesting trip, solo, to Novosibirsk, Siberia (
https://en.wikipedia.org/wiki/Novosibirsk ), but that is a story for another day.