I always have music and ppl watch, I notice habit and routine social patterns , I'm also a scavenger so stay vigilant for useful ground scores even if I personally don't need them there good for trade .
Also I explore never really sit still , always looking for a better or a back up camp and water source wifi electric ECT.
It's probably why I was a little slower than most my friends that hop ,I kinda try to get to know a place and how ppl are not necessarily but actually interaction but just observation. I've gotten really good at blending in over the years and hardly ever look homeless much less "traincore" and if I can I always try to get some work to earn money for the next leg kf my route.
I find it personally for filling to be self sustained.
Research your next step alittle , read your crew change , look at Google maps . Read reveiws on paces and cities, look up places to get free food or gear you can't afford ECT.
There's allot of stuff to do on the road. Take pictures , most of all enjoy yourself because at the end of the day you have to live with yourself, ppl come and go in life , you are your one constant.