What do I need to live on a boat year round in cold climates?

Just curious… I think it would be fun at some point in my life to live on a boat for a year or so. I would want something I could tow…
What kind of boat would I need?
If I stay at the dock, can I get high speed internet?
Have you ever done it?

I dont plan on doing this for many years, I just like to have goals to aspire to.

So many questions. :)