I spent nov/dec 09 in thailand trying to do the digital nomad thing. I was travelling while studying though, not working for money. Few things to consider: (1)

I spent nov/dec 09 in thailand trying to do the digital nomad thing. I was travelling while studying though, not working for money. Few things to consider: (1) Peace and quiet costs money. You may find it difficult to work if you stay anywhere that the backpacker crowd congregates. (2) The longer you stay somewhere the cheaper it gets. An example from my experience - I spent a month in chaing mai in northern thailand where I rented an apartment. Per night it would have cost £18 if I was staying for a few days. Staying a month meant they gave me a tenancy agreement and it worked out as about £8 p/night plus electricity which was about £15 for the month. You might want to try spending a few nights at different youth hostels in the city you intend to stay, then find an apartment for a month or two in the area you like the most. (3) Food is both massively over-priced and pretty crap if you buy it in the hotel or nearby restaurants to where you are staying. Try and go further afield to eat where the locals do. Don't be put off by street food - it's good and cheap. (4) Take plenty of time to just relax and go with the flow. try and put yourself out there and make friends. Avoid tourists attractions and guide books. I went to thailand intending to do exactly this but somehow didn't quite let myself go as much as I should have done. I've regretted it since. Above all, actually go and do it. Most people who say they want to never really do. I'm currently trying to build myself a money making web app that will allow me to get back on the road too. Good luck :)