I thought I would share the result of substantial research
. There are hoops you have to jump through to sail to Cuba
. Three permits used to be required 1 for the person (OFAC), 1 for the boat (BIS), 1 for the USCG.
There a number of exceptions where OFAC waives the permit
. The one I liked was people-to-people. You are supposed to keep a log or diary of your contacts but there are no specifications required. This has to be the main purpose of your trip, 'tourist activities' is a no no. BIS also waives the permit
for 'sojourning boats' on a voyage of 14 days or less meaning no changes in ownership
, crew or command, etc.
The USCG does restrict your options. The permit process takes about 10 days and you have to specify dates for departure, arrival in Cuba
and return to US waters. You are only allowed to stay 14 days under this, simplified procedure. I personally see no problem with a late departure for any of the reasons we all know. I plan to not return late as I think expecting a Cuban expat Coast Guardsman from Key West
to be understanding is a stretch. I hope this helps planning by some of you.