Welcome, lots of good ideas and better yet experience on the Cruiser Forum.
Since this seems to be the flow of the subject. I thought I'd let you know that we have an older [30 yo]
Morgan OI and really enjoy it. The best part is going from Point A to Point B is relatively
fuel cost free. We are glad it has a
motor but most travel is on the
wind.
So, unless
money concerns are not a problem or if you plan minimal travel, I'd reccommend sailing. I know people have done
liveaboard on smaller boats but I couldn't fathom doing it for any real length of time with 2 people in less than 30'.
You might check out some of Lin and Larry Pardey's
books. They've done a lot on smaller and now larger boats [I believe 45 yrs worth!...they're still going strong traveling around the world.]