He can go to the countries, but like PG said it would be in an exclusive resort. He can't do anything that would negatively affect the company which means he can't be seen/photographed doing a lot of the stuff that makes these backpacking trips so fun. He can't go into a 7-11 to buy something without being recognized. There are pros to being rich and famous but let's not pretend there aren't cons.

Unless he's rolling with security, he'd be taken hostage for sure.