Somebody get the cops on the phone - that guy stole my DREAM! LOL!
Seriously, I love your idea, man. If I were in your shoes, I'd get a smaller boat that's easy to handle and needs nothing in the way of upgrades or repairs. Then I'd hassle a very experienced, long-distance sailor to coach me plus take the advanced sailing courses. Even then, I'd stay pretty close to land if I were going to be solo-ing it. Most likely though, you'll find somebody willing to take the trip with you, although you can't listen to me really cuz I don't know diddly having just graduated with my Basic Keelboat 101.
Kind of strange reading the posts from the experienced sailors, because I'm planning something similar, and I find myself going "Aaaaaw man, that sucks!" and "Hmmm, that's a good point!" alternately.
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Please Help - Boatless War Vet
Will Grind For Beer