As I get started sailing, I thought I'd share my theory of how I plan to do it, and you can all poke holes in it and tell me where I'm most likely to kill myself.
Typically, I'm a "Go Big or Go Home" type of guy. When I learned how to ride a motorcycle, I went out and bought a 750lb 1600cc cruiser the size of a VW. It was a little shaky at first, but I got the hang of it quick. Then I bought an RV. It was a 35' Winnebago with about 15' behind the rear axle. Took a little getting used to, but after a couple attempts, I can now back it into my driveway in one shot, clearing the cherry trees on both sides, and getting it with-in 6" of the side of the garage and a foot from the carport behind it. I live with a "Bigger is Better" mentality. I like my space. Perhaps I'm compensating for being 5'7" and 160lbs? Not that I'll admit to...
So, it's time for a boat. I swore by sail boats, then got sidetracked for a couple years by power boats, but now I'm solid back on sail boats. It's definitely the way to go for me. I want to get away from the "mechanical" noise of society, and just hearing another engine will not do it for me. So I've set my sights on a 35-45' sloop or ketch, plan to sail single-handed. My thought was, buy a boat, motor out away from objects I can hit, raise the sails, and see what does what. Granted, I'm a pretty smart guy(though perhaps not as smart as I give myself credit for), so this to me makes sense. I'm small but in good physical shape. I've read a lot, but there's simply no substitute for hands on experience.
My sailing experience consists of watching the movie "Waterworld" and once I saw a painting of Columbus' ship sailing across the Atlantic. I have been on a couple fishing boats too, the motor type. Oh, and I can picture myself carving through the ocean with tiny white caps under a blue sky at 20+ knots having the time of my life. That's experience, right?
In all my searching, I have yet to find any holes in my plan. However I was hoping that some of you with real experience could lend a hand.