Originally Posted by
MissFixit 
I doubt he will plan like you did and the costs will be MUCH more expensive on the fly. Also, when traveling internationally and on an intense schedule, there is no room for error, so if something is delayed/cancelled you will have to pay to accommodate that and make last minute changes. They will be wiped out and find they want to/need to pay for taxis, porters, tour guides rather than walk, carry and figure it out themselves. They will probably want to stay in nicer western hotels in asia and africa and those will cost more too. These things are just the reality of traveling like that.
Two weeks isn't that long. Why not pick ONE country and thoroughly explore that?
That's what ds wanted to do, too. He even suggested Ireland and England. Although, I did ask ds where he really wants to go and he wants to do a tropical vacation and wants to do Barbados, Aruba, or another Caribbean adventure. I think he's still reliving our Hawaii vacation from 3 years ago, LOL!