Happyboy,
Welcome to SailNet!
The trip you have planned should make for an interesting itinerary, but it is a potentially challenging one too. Could you give us some idea of what kind of sailing experience you have? With a bit more knowledge about your background, we may be able to suggest a suitable boat.
You may get quite a few questions/jokes about your horsepower requirements (but don't take offense, it's just good natured kidding.
) That is just because a 22-27' sailboat would more typically carry a motor anywhere from 5-15 hp.