Re: Finger Lakes,NY to Key West,Fl.
If your current sail is blown, you're best with a replacement. But, if it just doesn't fit well, it may be less expensive to have it cut. A few hundred dollars would buy a lot of surgery to a sail.
Good to have some warm clothing for the return trip too. Mid-Atlantic in April can be just as dicey. Buy some plastic space bags. When you get south and don't need them, borrow a shop vac and shrink it all for storage.
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In the harsh marine environment, something is always in need of repair. Margaritas fix everything.