To me, the idea of going to Cuba is crazy for an American Citizen, but you do what you want. If I were to go, I would probably punch out of the Tortugas and head south where is is like 60 miles - but should be an easy day-sail though you have to cross the stream. Still, from the Tortugas you can choose your timing to go.
That being said, the getting back in might be tricky. We have had a sharp increase in US CUstoms and Border Patrol here in SW Florida. I have seen them sitting right at the mouth of Sanibel and Fort Myers Beach. There are people that have done it, but I won't - for more reasons than just our US Govt but I won't go there this morning.
That's my point though. Castro is no longer in power and I hear the island is beautiful.
So why are we still clinging to a foreign policy so out dated. If we went there our capitalistic ways would take over.
Anyway I know people who have been there but never left the marina. i just want to know how to see the islands interior.