[SyneRyder]

"Stay in one place for a while" is fantastic advice. One week is barely enough time to get settled - every time you move you need to find stores, amenities, cafes etc. Two weeks is much better (and you'll appreciate the place more), but even longer is better if you really want to get work done.

A nice room is great advice too - makes a huge difference to your happiness if you can wake up each morning to an amazing view & sunshine in a good location, compared to a small cramped hotel room in a sketchy area. Obviously you have to go with what you can afford, but a cheap AirBnB can be dramatically better than a hotel sometimes.

The downside of getting a 'real job with an office' is that you might not be able to negotiate that 2 months annual vacation, or to get the vacation at times that suit you. You'll have to prioritize what you really want.

[personlurking]

Even staying in one place for 2-3 months means having to continuously find those stores, amenities, etc. Sure, it's more stable to stay a few months but having to constantly settle in new places is tiring...I can't imagine having to do it every week or two!

[_delirium]

I wouldn't do it every week or two, but every few months is doable if you travel slowly, since you can reuse a lot of your knowledge in other cities. Once I got reasonably comfortable with Copenhagen, for example, getting comfortable with Malmö or Helsingør was a quick incremental adjustment, since many things are similar.

[personlurking]

True, though I find the smaller the cities are, or rather the more they're similar in smaller size and population, the smoother the transition. As far as Brazil, I've lived in more neighborhoods and more cities than most Brazilians and the toughest experience was adjusting to São Paulo's 12 million people and spread out geography.

Cities of large sizes and big populations also create other problems such as with locomotion, quality of public transport, number of modes of transport needed to get to various points, etc. In essense, it came to preferring to live in a crappy, cramped yet centralized place vs a larger, more comfortable 'far away' place (from the city center). In São Paulo, often the time I would spend in transit would be double the time I would actually spend with a friend (versus smaller coastal cities where I could reach my friends in 10-15 minutes tops).

[SyneRyder]

Loved Malmö, think I liked it even more than Copenhagen.

Visa hassles come into play if you're travelling more than 3 months though. Country hopping on a 3-month Visa Waiver with automated income is one thing... I'd love to stay longer overseas (especially Berlin), but I never really got my head around the visas that would be required. Maybe I'd need to line up contract work in Berlin first & then apply for a longer duration business visa... but I never really got that figured out.

[skarmklart]

Malmö region guy here. Any digital nomad who wants to hang out, feel free to contact me. Email in profile.

[SyneRyder]

Yup, didn't mean to suggest every two weeks was in any way optimal... I'd had in mind people who skip to a new city / country every few days when I typed that. (ie folks who are trying to tick off countries from their list, while only traveling 3-6 months or so).