Get going soon! As you get into October NE
weather starts to fall apart and the
winter gales begin. Because of climate change winter winds come sooner.
Three years ago I spent 5 days stuck in the last week of September on a
mooring in
Long Island Sound in 30-50kt winds, driving rain, and 50 degree temperatures. Fortunately I had heat. The NJ coast can be incredibly rough in a NE blow. The
ICW doesn't really start until Norfolk VA so you are "offshore" until then. The part of the ICW north of Norfolk was never finished. Mile 1 is in Norfolk.
Certainly plan to go through the
Cape Cod Canal, down
Long Island Sound and through the East River. Going under the Brookly Bridge in a sailboat is a bucket list item.
Lots of good
anchorages and moorings in
Long Island Sound. Some with launches so you don't need a
dinghy. I especially recommend a stop in Port
Washington which has great, inexpensive moorings and a free launch if you are paying for a
mooring.
From there go through the East River and
anchor off Sandy Hook. Nothing to go ashore for but good protection. From there go to Barnegat Bay which has good anchorages and a great
fish market/restaurant you can dinghy into for dinner. From there go to Cape May and
anchor off the Coast Guard base. You can dinghy into any of sevreal nearby
marinas.
From Cape May you are safely out of NE
weather. Unless you get a lucky stetch of weather to go outside take the five days to go up Deleware Bay, through the C&D
canal, and then down the Chesapeake. Many good
anchoring option up small creeks where your dinghy will be fine.
Once to Norfolk you are in the ICW. Get the AquaMap app on a tablet and load the Bob423 tracks for the ICW which will keep you off the shallow spots. Also load the USACE army corp of engineers ICW soundings. Join the Bob423 ICW Facebook group which is full of information such as which bridge just got stuck.
Plan to do 100 miles every three days on the ICW. Two days of 50 miles and a day off due to rain,
provisioning, or because you are sick of the
motor sound. Waiting for bridge openings and frequent no-wake stretches make this a full day.
Understand that Virginia is not warm in winter. I once had to break through sea ice coming out of Manteo in southern Virginia on the ICW. If you want to have a comfortable winter get south of Charleston. If you don't have heat on board get south of Cape Canaveral.