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This is SO valuable. Knowing that most facilities close after October 9, I will make it a "less touristy" trip and more a "get south ASAP" if weather allows...
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It depends on where you go. For example, New Bedford is a major
fishing port and most stuff stays open year-round, including Sea Fuels where the
diesel price is good. Cuttyhunk is pretty much shut down, but I bet there will be some moorings available in the pond you could hang on.
Newport would still have most everything open. Block Island will mostly be shut down, but again you could probably hang on a
mooring if you wanted to.