Some people like the idea but to me that only makes sense if you are basically doing the nomad thing at a cheap location. You'd want to stay in the place for awhile as you're still spending most of the "vacation" working all day. On your days off you could do more. On an actual vacation you would actually be enjoying yourself the whole time. Traveling to just spend all your time working seems like a waste.
Also just try to work on just a laptop for a week. It sucks. I'm not doing that.
I've never heard of a rule. Maybe with booze or smokes? Maybe some states or cities have some weird law like NJ does about gas.
I've bagged my own groceries before when it was just the cashier or other baggers were busy or something. Also there is the self checkout. If anyone were to complain I'd just joke, "don't worry, I was a professional in a previous life". I did actually work retail and bagged stuff while being a cashier like a decade ago.
They might think you're odd or think it's weird if you rebag things like they did it wrong. Maybe be annoyed if you were slow. I don't think too many employees would actually care or get insulted. No one under management gets paid enough to care.
Are you on the younger side? Generally younger people want to be older mostly to be able to do more adult things or have the things in life older people have built over time.
Getting older isn't just looks although that is just a matter of personal preference. There are health concerns and things like lower energy. Taking care of yourself helps a ton but sometimes you get bad genetics or some kind of aliment anyway. And age will eventually catch up with most people.
I do still recommend things like exercise so you can feel 30 at 60 instead of 60 at 30.