We made it through our first winter and feel it was no big deal. We stayed warm and dry. In fact, the boat was more comfortable than our 200 year old cape we used to live in. The clear shrinkwrap cover made a huge difference. It was nice to have the light during the day and the deck would heat up nicely. We spent many weekend mornings on our "sun porch" enjoying brunch.
We even held a party in January with 30 guests. People were inside, on deck and some even on the dock in the sub 20° evening temperatures. Everyone had a great time.