Originally Posted by barefootnavigator
He ditched the boat after sailing over 20,000 miles because he lost his mind and set it ablaze, not because of windward performance.
Huh? Where'd'ja get that? Not from the book as I recall when I read it, he sold the boat in South America:
Dove and Robin Lee Graham - The Voyage of the Dove Round The World
At several times in the voyage he did want to quit (sounds sane to me for a teenager in love who later married the girl), and I do remember him commenting on how the 24 wouldn't go to windward in heavy weather while the 33 would, one of the several reasons he agreed to continue. Even so it wasn't quite a circumnavigation, since he ended it on the west coast rather than in Hawaii where he started.
But we're hijacking the thread. I think our questioner might do better on a long ocean passage with a bigger boat (and with much more tiller time beforehand). But progressively longer coastal passages on the Ranger 23 would a fine way of gaining that experience.