September is a time of year when there is a lot of unsettled weather
in the North Atlantic.   Over 9 days there is a high probability that
you will encounter gale force winds offshore some of the time, and 9
days is too long a period of time to get accurate forecasts.  .Every
year there are boats that attempt that long offshore route in the fall
months and lose the bet.    Personally I'd pick a more conservative
route that would allow you to bail out quickly if weather
deteriorates.

I'd suggest something like this:

Leg 1 - Halifax to Provincetown on the tip of Cape Cod.

Leg 2 - Provincetown to Block Island Salt Pond (through the Cape Cod Canal).

Leg 3 - Depending on the weather outlook, Block Island offshore to
Cape May, NJ or inshore west on Long Island Sound and south through NY
Harbor and on to Cape May.

Leg 4 - Depending on the weather outlook, Cape May offshore to
Norfolk, or inshore Delaware Bay to the C&D Canal/Chesapeake Bay.

Fair winds and safe sailing,

Capt Wayne B
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