Been Traveling/Coding Plenty For Years, NoBigDeal (Score 1)

I am an independent software developer and having been working while traveling off and on for the last 6 years or so. A little surprised at all the negative comments. For me I could easily afford financially to travel without working, but keeping my clients happy means traveling with work, or not traveling much at all. For me this is an obvious choice, and kicking in a few hours of coding/emailing/skyping after hiking/biking/skiing/doing whatever at a remote location is a lot better than being stuck at home all the time (not that Boulder Colorado is so bad). So I take multiple trips every year, mostly Europe, Latin America, and US, working less hours than at home, but still working while traveling. I usually travel with 2 laptops for longer trips, in case one craps out in someplace where replacement is difficult, helps with automated testing anyway to have 2 systems. Work is continuously backed up with cloud version control that my whole team uses, plus google drive and various portable hard drives. Since I usually travel with my wife, cheap hotels are often a better deal than 2 people/nights in a hostel, although we have stayed at plenty of hostels too. A hotel room is usually a reasonable work environment, plus I use cafes/libraries. Hostel common rooms are not usually good work environments for me, but Feb/March in Costa Rica I found shady hostel courtyard hammocks a way more pleasant work environment than the cube I used to live in back in the day. Travel has a lot of boring intervals (planes, buses, trains, and the waits in between, etc.). I can bill those periods out at my contracting rate and the time passes easily too. At home I have lots more computers and sometimes flaky internet access makes it hard to remotely access those desktops, plus in less developed countries like Nicaragua and Costa Rica both internet and cell phone connections can get sketchy, and when I tell clients the signal is bad because you are on a Pacific Beach they might get worried about my commitment, but since my clients and co-workers are all remote anyway it usually does not make much difference. Between buying local cell phones and skype travel communications are orders of magnitude better than they used to be. So my attitude is "Why wouldn't you travel with your work, if you can?" Trips that include work can extend for months, much more relaxed than the jet-lagged 2 weeks a year people I see, who spend lots of money rushing around trying to see everything before they have to be back in their cube, and they get back to work more tired than they left. To each their own, but the original poster's plan is quite reasonable, and the details will work themselves out with experience.