Join Date: Mar 2006
Location: New England
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NO place in New England is going to be offering sailing instruction classes anytime soon. April is probably the earliest you'd find. Ice, Hypothermia, Liability Insurance, etc...all make winter sailing instruction in New England a non-starter. Some places will have a frostbite racing league, but these are not generally open to complete novices and require you to have the proper winter sailing gear, like a drysuit, etc.
Finding a learn to sail course for two people for under $600 is very unlikely as well. The basic ASA 101 course is probably the minimum you'd want to have and that is going to be $600+ per person or more, and is often a five day course or so.
You might find someone at a local sailing club or yacht club that might be willing to teach two complete N00bs for $600...but I doubt they'll do as good or thorough a job of it.
I'd highly recommend you get and read Dave Seidman's The Complete Sailor before doing anything else. If nothing else, it'll give you a pretty good foundation of knowledge and terminology for any course you do take. It's about $17 at the local bookstore.
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You know what the first rule of sailing is? ...Love. You can learn all the math in the 'verse, but you take
a boat to the sea you don't love, she'll shake you off just as sure as the turning of the worlds. Love keeps
her going when she oughta fall down, tells you she's hurting 'fore she keens. Makes her a home.
—Cpt. Mal Reynolds, Serenity (edited)
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Still—DON'T READ THAT POST AGAIN.