Reccomendations for caribbean winter "storage"

[phorvati]

I have a full time 9-5 job and im a boat owner living in the NE. this winter instead of hauling out and shrinkwrapping, I brought the boat to FL for the winter. So far so good. I have a decent amount of vacation annually, and I think bringing the boat to some of the caribbean islands is feasible. Ive left my previous boat in salinas PR and luperon DR before but that was during hurricane season. Now im looking for places where I could leave the boat on a morring from december to May at a reasonable price and be able to fly down to spend winter hollidays or take family during school vacation.
Is anyone doing this and are there any reccomentadions.
Boat is an older Tayana, '81 flying dutchman FD12. Not something that I could leave in charter, but she is a safe sturdy passage maker.