im currently a full time liveaboard and have been since april 2011, i started out alone in a 1980 27ft hunter tall rig (for sale) and loved every minute of it, the wife moved in with me in july of 2012 and we recently (a few weeks ago) moved up to a 1978 hunter 33 and i can say after a huge amount of research and a couple years experience that its the best decision i ever made (liveaboard) and that i would suggest getting a boat in the 27-28 foot range for your first liveaboard boat, it will teach you alot about what you really need and what is a luxury. if you arent going to live on the boat i would suggest something in the 23-25 foot range since those get used more often. for a long term liveaboard i would suggest starting out in something like the cherubini designed hunter 27 or a 28 oday to learn then moving to a mid 30's range boat, the smaller the better. over 36-37 feet the maintenance cost skyrockets. after shopping and researching ad-nauseum i have to say that the 33 hunter cherubini hits the liveaboard cruising bill right down the middle, the layout is great for passage making yet big enough for dockside living, entertaining, and living on the hook, the hull is nearly bulletproof and the cockpit is a dream.