My business partner lives there, plus we have a few retail stores there... Business is very seasonal, mainly snow birds for the winter, gone by Easter, and you can really see it on the roads, when they leave, it is like a ghost town.. The real back bone to the econmy in Naples has always been the medical, taking care of the older people, but many now are buying homes in NC, and others are dying off, meaning not as much work to go around. People in Naples stop SPENDING anytime there is talk of a TAX increase, we have seen this happen EVERY time DC has talked about it and the numbers back that up

when there is talk of tax cuts, sales are up.... We've talked with other business owners and all see the same thing, the Lambo dealership has seen a large drop in sales, and like us, they have seen regular clients who come in every year and buy XY&Z, but the last few years, they haven't been replacing the cars or other high end products that they would buy like clock work... What kind of sales are you in??
Course, when I'm down there, we eat almost every day at Jimmy P's Butcher Shop & Deli,
http://jimmypsbutchershop.com/
This place ROCKS!!!! As for night life, you pretty much have to go to St. Pete...