Caribbean Medical School

I am planning underway at the American University of Antigua in the Caribbean. I know that the U.S. military will pay for medical school and living expenses when I go into the residence, but will they pay for all that if I got to school non-US?

Yes, see

http://www.navyreserve.com/careers/health-care/physicians/

Just enter a residence

The GI Bill will pay for your school.