Instead of chartering a boat, or even leaving your house, you can get a sense of what it is like to live on a boat.
First, take most of the furniture you own and put it in the living room and kitchen. Make sure you can get from room to room. Take all your tools and put them in a box, that you lock in the basement, but basement access is through a door, blocked by a couch.
Take all your food and stuff it inside the hollow portions of the couch. When you want to eat something, you have to find a way into the hollowed out place in the couch. Pots and pans can be in the kitchen cupboards.
You will not be allowed to park the car in the driveway. You must park it at least 100 yards from the house - even when you go shopping. If you plan to cruise with your boat, then you must go shopping without your car.
To practice boat maintenance, you may park the car in the driveway. Change the oil, but you will not be allowed to put the car on stands or otherwise elevate it. Oh, and you must use the tools you previously stored in the basement. You may bring up no more than three tools at a time.
You will have limited wifi, so you need to cut your cable and try to live on your telephone hotspot only. If you have money, you may install satellite television. Your television may not exceed 32 inches.
In the winter you must set your thermostat at 60 degrees, if you have a heat pump and 70 degrees if you have an oil heater. You must crack a window in the galley and saloon a quarter inch, even in freezing weather. Also crack a window in the head.
While the above will not give you the entire experience of living on a boat, it will give you an idea of what it is like. We still haven't talked about emptying holding tanks, or fixing toilets, plumbing, electrical or air conditioning.
Gordon