That's true... the humidity can be stifling, and since it never freezes, the bugs are gargantuan, the biggest spiders I've ever seen in my life, and fleas and cock roaches are a real problem. Never heard of 'gators being a problem around Tampa, but I know you have to keep your eyes peeled in other places in the state.
I've been giving this a LOT of thought, about ALL things I have here that I wouldn't have in Florida. Here in Wisconsin I have 250,000 acres of DNR land to go play in that's just a couple miles from me, and there's millions more all over the state. I have friends that own 500 and 600+ plus acre farms I can go hunt or shooting on, and that DNR land is going to open up to ATV's and UTV's. That's one of the cool things about Wisconsin, there's a lot of land. I have no idea where I'd ever go shoot my guns in Florida, and I hate ranges. I don't like being around a lot of other people shooting guns that I don't know. Having LAND to go play or shooting on is a big deal in my book. Another thing is, I have friends here that I have known for 30+ years. They're old, dear friends. I used to bartend here at a bunch of different places way back in the day, so I got to know a lot of people, and in small town Wisconsin, you just get to know a lot of people, I don't know if that means anything to anyone else, but that means a lot to me. I like having old friends that I know I can trust under any circumstances. Starting all over making new friends seems like a daunting task at my age, since I don't really trust anyone I don't know.
So... after sleeping on it and much thought, I think the best thing for me to do is go back to my plan to buy a nice trailer, one with a bathroom and small washer and dryer, and just go down south each winter for a few months. And if in doing that at some point I decide that I would like to just live down there, then move.
One way or another, my days of spending winter in Wisconsin are going to come to an end.