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Denise:
If you single handed your ODay 30, you are capable. It would be good to have another capable person on board, but I am sure you are qualified. Having gone back and forth to New England several times non stop from Annapolis, the toughest part of the trip might be down the Delaware to Cape May because the current runs so strong. Obviously once in Cape May, just make sure of the weather before heading north, but the sail along the shore to NY is pretty nice....(except the lights from Atlantic City stare at you for an interminable amount of time).
Moe
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