Join Date: Jun 2006
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It's possible both to over-romanticize the "sailing life" (which often involves little sailing and a lot of mooring, anchoring or docking), and to overthink one's needs.
I'm not you, and I can't tell you whether you'll like something before you've tried it (maybe you should crew for a year on passage with various Jimmy Buffett types). But I can say with some authority that if there's something in your makeup that is unsatisfying or disappointing to you on land, that is unlikely to go away at sea.