I'd second Sailflow.com... they're solid information source, and very close to realtime.
As for sailing in the wintertime... I would highly recommend getting a drysuit, if you intend on going out. Hypothermia is a huge danger, and fleece and the other high-tech layering clothes available today make it much easier to dress warmly, even if your clothes get wet.
The warning about the difference between the upwind and downwind legs of a sail can't be overstated. On one recent sail, we had 20+ knots of wind. Going downwind, no one was wearing their foulies or fleece.... it was rather pleasant...even if it was only 58 degrees or so....but on the way back upwind, everyone was wearing fleece and buttoned up in their foulies...since the wind was much worse and the amount of spray we were dealing with had gone up from nothing to waves breaking against the boat...
A lot of it also depends on what boat you're on. If you're on a J/24...then it will be much more important to have a drysuit...if you're on a 36' trimaran, then you might not need the drysuit...and on a 50' you might not need the foulies.
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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.