We've met a number of people who will not live in Florida but loves The Villages. The Villages is some how different because of the Kool Aid we drink. You should plead him to spend either your birthday or the next Valentine at The Villages. Any excuse will do. We were planning to retire in Pinehurst but good thing we didn't. Hilton Head is the same. It will still be cold and in the dead of winter, activities will come to a screeching halt including restaurants. Not TV.