Recurring prescriptions and global health insurance

My girlfriend and I are exploring the details of being a semi-permanent digital nomads / expats. We are both US citizens with no other residencies or citizenships.
Both of us have recurring medical prescription requirements, so we are trying to find out best options for global health insurance WITH prescription coverage.

Ideally, we would be staying in a particular country for at least 2-3 months (or as long as our visa will allow, if shorter). Not sure if this is relevant.

I’m sure someone in this great forum has faced the similar challenges, so I’m looking for recommendations and warnings/obstacles for our situation.

Thanks!
Tim