Hi Althea,
I own and live on a 30 morgan out islander for the past 3 yrs. I''m a solo sailor and have taken a few trips. I have also help neightor take their boats to places such as Cancun, Mexico and BVI.
There are certainly down sides to it, but I believe the up sides far outweight them. I Live in West Palm Bch. Fl. in a marina but it would be very easy to live along the intercoastal where the anchorage is free. So there would be a money saving. I''ve researched living on a sailboat long before I actually did it. The one important thing to know is the mechanics, electrical, plumbing and everything it entails. You put boat behind it and it becomes expensive. Problems a going to arise, but it you know your boat, it can be handled. There isn''t a time when I go out for a day or week that something doesn''t happen but its how you deal with it and knowing how.
There are good days and bad, sometime I do think of moving ashore but am not ready yet.
I plan on doing more cruising in the Bahamas next year( its only 50 miles from here) and the Carribean the next.
Only you can decide it the life you want, but you''ll never know unless you try.
Capt James "Sea Turtle"