A couple of problems with your second idea... boats have no brakes, and a five ton keelboat is only going to stop quickly when it goes aground...which solves the getting ashore part of the problem, but has other issues.
The last one is funny, but evil... and would need careful consideration of possible retaliation tactics by the stranded friends and their families...
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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.