I have been tempted by that, a working vacation, but how do time zones work out? Do you not need to be available at particular hours? I work from home but have a fairly regular schedule of phone meetings during the Eastern Time Zone working day. (Those same phone meetings would also get quite expensive overseas.)
Yup Time Zones does become an issue. You need to plan accordingly. You can't go to Australia where there is a full 12-14 hour flip. But still you are not really short of places to travel. Frankly it's good to start with travelling in your own country first.
Can't say about phone meetings as we usually have our conversations over Skype.