There is always something to fix/install on a boat. You'll find that you'll end up dividing your time between two high maintenance projects and end up with not enough time to enjoy either.
The Porsche and boat won't overlap. I MIGHT still have a motorcycle depending on where I am. The Porsche is just to satisfy the need for speed. Heck by the time I execute this plan I'd be surprised if either exists in a gasoline form. Why I'm doing it now.
Unimacs, everything goes to plan, I won't be burning my savings at all... in fact I don't plan on doing the "retire" thing unless that is the case. Basically my job will go from sitting at a desk doing the engineering thing, to living on the boat, managing the investment account and paying myself from those gains. Hopefully I can keep that account value approximately constant. Rather then the seemingly typical plan of drawing that account down. Specifically my plan is to live off the previous year's gains.