Rick, we are seriously considering moving to the islands in the next few years. Have to get the twins off to college and then we will be empty nesters. Since we will still need to work, I think I would prefer to live on land at first. But...if I'm down there would want a boat for use. Your arrangement sounds like a win, win. Some questions... Did you say your boat was a charter boat prior to you buying it? If so, did you find that it was less expensive to buy a used charter boat rather than another used boat? Do you feel that the wear and tear on a charter boat is more than on another used boat? Where do you and Jay keep the boat when not in use? What do you do with it during hurricane season? Where did you purchase her? Did you rename her or stay with the same name? Sorry so many questions but starting to plan for what everyone says is my dream but, like my parents did when they "gave it all up", I call it more of a plan!