Doing what you suggest will be an absolute disaster if you promise your clients you'll be available while you travel. Your concerns about being locked in your hotel room are totally valid, and you'll need superhuman willpower to get anything done. What you can do, however, is set up shop somewhere cheap for 3-6 months and spend your weekends doing day trips. At the end of this period, you will have actually saved money because of your reduced living expenses. Then repeat the same process on anther continent. 2-4 weeks is barely enough time to get your feet wet. You absolutely should do this right now before you get tied down by work and family life. Source: I work remotely and have spent the last 4 years in Brazil, Thailand, and Belize. 3-6 months turns into 1+ years pretty quickly.