My wife and I considered living aboard for several years prior to retirement age. Looking thru my journals and docs I can find a lot of questions and research on the idea. There are a few forums (fora ?) that cover this subject and might have useful information for you.
Cruiser's forum
Sailnet forum
I eventually dropped the idea for several reasons, mainly health and overall cost. I spent some time in email contact with a liveaboard-er via a FOAF who told me the day-to-day minutiae about it. It was a surprising amount of work, and for him (long distance Pacific cruising) a lot of time spent insuring steady supply of water and food.
For more insight into the day-to-day life aboard, I would recommend a couple of books:
Always a Distant Anchorage by Hal Roth, and
The Long Way by Bernard Moitessier. He was kind of crazy and at the end of a round-the-world race just kept sailing -- for a long time.
I offer these as information, not as an expert. My longest time out of sight of land is a mere 103 days (working as deckhand -- not for fun). As someone who's had to trim his expectations to only weekends or occasionally 3-4 days aboard, I wish you the best of luck. Let us know how it works out.