Re: Medical Insurance
Only a few places seem to require medical insurance. Chagos comes to mind. The requirement really is for evacuation insurance. I think Ascension has something similar but you can buy it locally by the day. I agree about having insurance for the US. Medical costs there are beyond belief.
Finished the circumnavigation in early February in Grenada. Have to work on a book project for the next several months so the boat will be waiting for next year.