Tog's Paradox

It looks almost as if humans have a nearly infinite backlog of things they would do if they only had time and capability, and a limit on the amount of effort they are capable of exerting per day. Then, once new tools increase their productivity and free up a bit of resources, they pick more desiderata from the backlog, and try to also accomplish that. Naturally they seek more tools for the newly-possible activities, and the loop closes.

This applies to any activity, leisure emphatically included. Travel became simpler → more vacations now involve flying a plane and thus obtaining tickets online and thus comparison-shopping, aggregating reviews of faraway places, etc → omg, vacation travel is complex again. It just allows to fulfill more of a dream.

I like to apply a similar lesson taught to me about content to consume - with the internet, there is a nearly infinite stream of entertainment and news, and it can feel overwhelming. In the past, our predecessors could read their 1 local printed newspaper and be "finished". So you have to change your thinking, to be we are able to curate a high-quality stream that constantly flows by, and when we desire, we can dip in and scoop up 1 serving.

To your comment about vacations, the issue is people subconsciously want to ensure their trip value is "maximized" - oh no, do I have time to see all 10 best spots in the city? Or some historical building is closed, and you read online how it's a lifechanging experience to see, and now you feel left out. So you have to push that aside, follow the 80/20 rule, and appreciate what you ARE able to do on your trip.