Boating at night in areas that you don't know well is generally not a wise idea. Add to that a boat that you don't know well, and now you're pretty much asking Murphy to take his best shot at you. I would do this trip in the daytime. Doing 25 miles per day isn't all that difficult, especially if you can sail/motorsail it rather than power all the way.
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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.