LOL... downloading the charts and getting a free nav program to read them with is a good start.
If you're up for exploring...then by all means, hit the ICW, and explore away.
As for Florida. St. Augustine isn't a bad place to stay for a while IMHO. Anchor there and pay the dinghy dock fee and you'll get use of the nice shower, bathroom and laundry facilities there.
My friends live on their boat down in the Keys, and I'll see what they recommend.
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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.