I'm planning a delivery from Southwest Harbor, ME to NYC in early June... looking for route advice (and local knowledge). As I see it there are a few choices: A) off-shore beyond (south of) Nantucket, then along the south shore of LI into NY harbor; B) off-shore then inside (north of) Nantucket (and MV) and on to LI Sound to NYC.
These are both much riskier passages than using the Cape Cod Canal. The Eastern shore of the Cape has basically no harbors to duck into should bad weather occur.
C) sail much less off-shore into Cape Cod Bay, through the canal and then into LI Sound to NYC (I am somewhat concerned with traffic and pots, but may consider trading-off for safe harbor in weather).
IMHO, you'd be far better off doing this. Gulf of Maine to Mass Bay to Cape Cod Bay to the Cape Cod Canal to Buzzards Bay is really a much better route in terms of safety and in terms of distance traveled.
My vessel is well founded (full-keel 42 ft yawl) and I have some off-shore exprience (albeit mid-Atlantic coast, not NE). I am not time-constrained, but would like this to be an efficient transit. Any advice from those who have made the trip?
I would highly recommend you pick up the book, The Cruising Guide to the New England Coast,
since it covers the entire length of your voyage in fairly decent depth.
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