You're at the top end of Generation X (isn't Gen X 1963-1977 births?), I think.
All kidding aside, I looked into moving to the Carribean. There are really no places left to go. One of the few remaining places that offers economic and personal privacy is Belize. Forget the Carribean, Caymans or St. Maarten. All have been destroyed by the Organization for Economic Cooperation and Development (OECD), which was designed to destroy tax havens. OECD was started by the greatest tax haven in the world (unless you are one of its citizens), the good old USA.
We were also very interested in Switzerland (my wife is of EU nationality), but when they joined the UN I threw that out the window.
Being 30 you may squeak in under the wire, but save your money anyway.