As nnd mentioned it's pretty difficult to do both at the same time (freelancing and traveling). A few notes from my past experience that may be useful: 1) My

As nnd mentioned it's pretty difficult to do both at the same time (freelancing and traveling). A few notes from my past experience that may be useful: 1) My first real remote working gig was as a dev/tech writer for a software company. I worked out of an apartment in BKK initially before relocating to Malaysia and then Philippines. You feel like you have a base rather than constantly moving around. As I was a remote working I didn't have to look for new freelancing gigs. This approach worked really well for me. This was not a freelance gig though. 2) Career break. I've had a few of these over the years. I saved hard, then quit my job. I then took a year out, travelled etc. before coming back to look for another job. 3) What I do now. I work for three months of the year on (freelance) contract in UK. I then take 9 off - that's my target anyway. It does vary a bit as sometimes the length of a contract does vary. During the 9 months off I do travel. The great advantage of this is when I'm on a freelance gig I focus on that, but when I'm off I can travel without having to think about work - at all. In order to be able to do this I had to make some pretty big changes - I sold my house, my car, I live on less than 1K a month. It's not for everyone but I love it. I would not go back to my old life in a million years. There have been a few threads of this nature recently - I guess you could check my comments to find those other threads. Good luck!