My spouse and I dealt with this on our honeymoon. We were both working 50-80 hour weeks for months leading up to our trip. The first day we got to this all-inclusive resort we spent the whole time trying to min/max and be as efficient and calculated as possible. It was a stressful, miserable day.

Day two we looked at each other, had an adult beverage with breakfast, and relaxed for the rest of the trip.

Growing up in a quaint rural town where high-powered people from NYC liked to "get away", this is very common situation, and the inability to disconnect and adopt a slower attitude was, IMO, the primary cause of friction between the weekenders and the locals. They would physically get away from the city, but were unable to mentally release the blend of Type-A competitive neuroses that helped them get ahead in the city but just made them come off as obnoxious in this slower, quieter place.

I've found myself in this mode before, too. A couple of years ago I was preparing for weeklong wilderness backpacking trip with some friends. I'd recently quit my high-stress job to take some time off, and I had a few new pieces of gear I wanted to test before relying on them on a longer trip. When I looked at the calendar, though, every weekend before we were to leave was already spoken for.

I was worrying about it to my wife, trying to decide whether I'd just have to use the old worn out gear or risk it with the new stuff, when she stopped me: "why don't you just... go on Monday?" It took me a second to even get what she was saying—I was still so much in work-all-the-time-mode that my brain didn't even consider whatsoever the possibility that I could just... go off and go camping on a weekday. I was really baffled for a moment, and I've reflected on that a bit since, it's funny how you can be trapped in your own default operating mode and not even realize it.

I'm not really a resort person. But I do subscribe to some travel feeds mostly in the vein of maybe finding some places/attractions/restaurants/etc. that I'm not familiar with. The number of hyper-scheduled spreadsheets I see is amazing. Doesn't mean I don't often have some itinerary and even book some particular, popular attractions/venues. But the 30-minute block scheduling is something I do for work (if that).

ADDED: I'll just add that I created a loose spreadsheet for a ~week-long NYC trip with (I think) just one timed admission for a recently reopened museum and no times otherwise. I think I ended up dynamically scrawling over the printout with changes for most of the trip.

I have a hard time doing anything when in a nice resort. If it’s too nice, you just want to hangout at your pool villa all day and enjoy the view.