The ideal remote work situation to me would revolve around the ability to travel, want to go to Hawaii for two weeks? No big deal. People who talk about using a remote job to move to X city seem a bit detached from reality in my opinion.
As someone who has this flexibility, it's expensive and not that fun to go work in a hotel in a strange city for a couple weeks. I'd rather have a week off to ignore work and immerse myself
I've done this, and it isn't great. It's not quite the "vacation" type experience you'd think it is.
You still have to do work. So yes, you can fly to Hawaii for two weeks, pay for flights, hotel bills, meals, none of which are reimbursed because these are not corporate expenses we're talking about.
And then you stay in the hotel or somewhere else plugged in for a long time to do the actual work they are paying you for.
And then maybe go do something in Hawaii for a few hours.
This hasn't been my experience. You just need something worthwhile to do. I love to surf and play traditional Irish music. So I took a month long trip alone to Ireland in the winter time / off season. Spent every day surfing, cooking, playing music in the pubs, and working. I had a blast. Figure out how to get the most out of someplace and go somewhere that's meaningful to you. Post up in one spot that's quiet and where you can focus and you'll likely have a good time.
shrug each to their own, i really enjoy going to another city and grabbing an airbnb for a couple weeks. Work at coffee shops overlooking the ocean, grab lunch somewhere, explore some sites, checkout hawaii, then get some work done in the evening.
It's definitely not the same experience off taking a week off, which i also enjoy but usually reserve for camping/backcountry trips.