>>1884461Regarding planning, I am a minimalist. Everything can change on the road in any second, and therefore it is futile to be overzealous.
If I know the location I want to visit on my next trip, I look around the immediate area on Google Maps and search for green spots (e.g. forests, mountains, riversides) where I could camp if I can not find abandoned buildings to squat. You could also check streetview inside the towns if an area looks like it has potential structures. This can be done in just 15 minutes if you are experienced. I simply keep the approximate locations of these spots in mind and can check for their exact location when I am already abroad and in need.
On the Italian trip, I did not look for buildings in advance. We simply found potential ones by keeping our eyes open while walking around.
Do not be afraid to stop to scout, and above all, do not look anxious (and therefore, suspicious). You can pretend that you are just taking a break, having a breakfast, or just tieing your shoes and wait for any signs of activity from the building.
It is definitely an unusual thing, but you can get used to it. All you need is courage and a bit of intelligence.
Avoid long-term squatters (drug users, political ones, i.e. anarchists; communists etc.), they are a plague and you might get into serious trouble. Western police might not care about you seriously if they see you are merely a simple, clean traveller.
