There are many perspectives on this issue so we can't biasly approach this and say "hey this is totally wrong." It totally depends on the goals of the person wanting to take such a path.
Maybe it's cheaper to go to school there? Maybe the person wants to be on an isolated island and concentrate on their studies? As for U.S. residency goes, it really depends on the long-term goals of the student. If the person wants to eventually end up practicing in the U.S., it would be a poor decision since gaining a U.S. residency would be tough.
However, if the person wants to take their training into third world countries and such, etc, then it wouldn't matter as much. Hence it really depends.
Again, as for U.S. med school and Caribbean goes, yes, going to a school in the U.S. is an advantage in gaining a U.S. residency. Will it necessarily make you a a better doctor? No, that's up to you.
- Focus