some people don't mind the cold, but a lot of people from canada do spend their winters in florida.
there have been budget low-cost airlines that have popped up during covid.
i wonder if the trend in the future is towards lower cost flights.
if that's the case, where you call permanent "home" becomes less relevant as you can fly out more cheaply and you don't need to stay trapped in one place all year.
In your case, based on your posting history, you shouldn't overthink it. Just move back to Canada and you can fly out of there a month or two each year.
Staying in any one place all the time is boring.