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I realize this will probably sound totally ignorant, but I am a life long sailor ( mostly West Coast CA). And I have ridden out a few hurricanes in FL, NC and Central America...
What are the odds? You plan to do this for a half dozen years? How much do you want to spend (insurance/haulouts) and how much do you want to compromise your dream?
Id be tempted to screw the hurricane worry, fully live your dream, and if the worst takes a line straight at you? Catch a flight and get the hell outta Dodge!
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