At UKClimbing there is an interview with Duncan Bell, the director of Hot Rock, a "continuous global climbing expedition". Go to the website here and look around. If you have a bunch of time off and a fair amount of cash, this could be a pretty good option. If you don't the have money and time, the website is a great armchair traveler excursion.
I recommend taking a look at the other interviews in the series as well. While I am generally pretty happy doing what I do for a living, it is interesting to see what others have done in the world of climbing.