Good posts... thanks guys!
Since most likely I will be sailing solo, I have to keep that in mind as well... small is beautiful when you are alone. I'm used to camping in my 20 foot Mirage, on top of a layer of gear and supplies. Money is definitely an issue but I want a solid boat that is already in good shape when it comes to all the important components - it costs way too much money to re-do all of them. Much cheaper to buy a boat that already has what you need.
This boat caught my eye because it is on a trailer and I can store it at home inland until I'm ready for the big trip (in about 2 years).
Would you think this CD26 is safe enough for the Mona Passage and a Caribbean cruise all the way? This is stage 2 of my long term plans.