John Vigor wrote a book called
Twenty Small Boats to Take You Anywhere. Or something like that. Answers your question directly.
One thing you should know, if you've looked at Sum's links to his homepage, is that he and Ruth really tricked their boat out. The smaller the boat, the more challenges you have in trying to deal with electricity/power.
The Boat Babe and her husband traveled to the Islands in a 25 footer. As mentioned, water is critical in the Islands. I don't recall if they had a watermaker or not, but if I was going (rough to do from here!
), a watermaker would eb high on my list, which would affect the decisions you make in a BIG way.
One of our skippers went to Mexico, west coast, and he reported this:
The watermaker was a great investment. I've seen the other side - people buying their water in 5 gallon jugs and trying to sneak in a little shampoo as they steal a beachside shower from a resort. It doesn't look like fun. We love the watermaker.
Capacity is important. The cheaper low volume Katadyne units have to run forever to make enough water. Something in the 150 gpd range is much better. We have a Spectra unit.