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David;
Just curious, what boat are chartering?
I love St. Michaels and usually visit two or three time in a season. I can't justify the cost of a transient slip when I go there so we alway plan to have dinner at the Crab Claw. The food is good and they have several guest slips - no charge. If I'm there late and the crowd is thinning I'll ask the dock master (I think he's also the bus boy) if I can spend the night. A nice tip might help get the answer you're looking for. If it's not late, I'll motor over to the Wye river and and spend the night on the hook. I highly recommend making the Wye River one of your destinations.
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