Re: Amuse me, sailing small boat offshore.
According to what I have "learned" here is that you should NOT go, unless you have a 35' double-ender with a full keel with no thru-hulls. (If you HAVE to have thru-hulls you must change them to uranium-types with titanium pipes)
The thing is, it is always safer not to go (or is it?), but then you would wind up in an IKEA sofa, being "safe".
No matter what you do you will encounter trouble, but it's a part of the deal. From what I have seen from your posts here, you have the right spirit, and the need to be at sea.
A "small" boat is just as safe as a big one, as long as the basics are covered.
Someone once said that the most dangerous thing to a boat is land. Go!