Our second home is a sailboat, based in the Caribbean. We usually decide to spend Jan-March in SXM, with a total of 6-7 months in the Eastern Caribbean during the winter. Being mobile on the boat allows us to pick and choose any island and not be tied to only one place for the winter. Variety suits us, especially if/when things change in the islands, like hurricane damage, crime, etc. for any specific island destination. We tried living on St. Maarten, on land, for 7 months but we got "island fever" after two months on such a small island but toughed it out anyway. Not again for us