I've done it, it becomes a big pain in the neck after a couple of years imo. I don't concur on the laptop argument, if you make enough you could easily buy a desktop and donate it to charity or store it till you come back or buy a powerful laptop from which you can run two huge screens. The biggest downside for me was leaving friends and cut yourself off from your social circle for an extended period, not to mention the problems you will have in the EU with buying cars, boats and motorcycles. Also the tax authorities will screen you to the bone and try to prove you're residing somewhere. I recall a case about an elderly couple, that travelled through Europe by camper all year round. The judge ruled that they had to be considered to reside in Holland, cause they had children there, that they visited regularly and they had a mobile phone subscription from the Netherlands. I guess this lifestyle will work best for the ultra-wealthy that travel the world in packs, although for them it's not a means to an end.