We are definitely not doing any construction or furniture purchases in Connecticut before the trip down to Florida in the spring. I believe my wife's plan is not to buy a lot of furniture, she plans on me making most of it once she has a plan on how she would like it.
Once the boat is successfully in Florida we plan to have her pulled out of the water and trucked to our garage where she will be blocked up. Then we will start with repairs on all the small leaks she has on the top side, wood refinishing and so on. We have plenty of time, we are still years away from retirement and our extended trips.
There could be some variance to these plans if we are able to have another boat lift installed behind our place before we bring her down. But that is going to take some engineering and our existing boat lift may have to be moved to make room.
The best way to find out is get her out on the ocean, because if anything is going to happen it's going to happen out there.