A few quick observations from our experience:
The Dry Tortugas
are a great place to hang out and wait for a good wx window. If needed, you can pick up WX on VHF
or at the ranger
station. The ferry
and the float plane that make daily stops there are also good resources.
We were underwhelmed by NW Cuban coast. If planning on seeing any of Cuba
along this route
, would advise docking
at Marina Hemmingway and traveling by land. There are a few cool cays along the way, but the guarda frontera will turn you away from any attempt to land the dink on the mainland (as of Jan '18). Thus you are unable to see much of NW Cuba by boat
were also good for Cuba. +1 on the Rauscher guide.