This is really going to depend on what you're wintering in. If you have a condo, then no problem. If you have a hybrid TT then you're not going to enjoy yourself that much.
Keep in mind that the advice you get might be coming from people in S&B's which is much different then the advice you'ld get from a mobile snowbird when it comes to what makes a comfortable winter.
IMO December/January/February I would be south of I10.