John In a post you asked about trailerable ocean going yachts. I can't find that post now but did you read this thread?
Google "cruisersforum trailerable-seaworthy-boats"
John, if it hasn't been posted - and since you have time - pick up a copy of Kawabunga's South Seas Adventure by Charles S. Dewell. He bought a Flicka 20 ( which I think is a great choice ) and sailed it in a loop around the Pacific. Lots of good info and a great read too.