It appears most important points have already been mentioned by experienced members here on TF so I will make my recommendation short. I would strongly recommend not selling the house, cars and everything else to buy and live on any boat. There are just too many risks and issues which come with this life style that you need to figure out first. Suggest you charter a boat for two weeks and see how you feel then if you are still interested try for something small and inexpensive to spend time on the water "all year" for at least one year then possibly make your final decision. After living aboard part time (Mon - Fri) for a couple of years we always enjoyed leaving the boat for home and the yard knowing that we could return when we wanted and not being trapped. Living aboard can be great but it also can be a nightmare so take it slow.