If you're coming to NY via the Long Island Sound
and via the East River that is an insteresting trip if you've never done it. There are alot of options once you are in and around NYC
. You might take a look at Liberty Landing Marina if you want to see the Statue of Liberty and Ellis Island! There are ferries that will take you to manhattan.
From NY you can go outside along the entire coast of New Jersey
and as Vasco says Enter the Cape May inlet and transit the Canal to the Delaware bay etc.
The sail from New York
to Cape May is roughly 24 hours and you can't sleep if you're solo?? There's alot of traffic off the Jersey coast.
If you're solo, and need to stop for the night, you can duck in at the Manasqaun inlet
and the next day pop out and head
for Atlantic City ( Farley State Marina) and then Cape May.
If the weather
is right an overnight sail aloing the coast of NJ is the easiest.
Of the inlets, Atlantic City and Cape May are Pretty mild. Manasquan can be tricky as you get near the railroad bridge ( currents run strong ) and Barnaget should probably be avoided if you don't know the area ( shifting )
Your trip covers about three of the cruising guides: Northern, Mid Atlantic and or Chesapeake Bay and Southern. I use the Waterway guides, but there are a Number of them. For the Northern Part, from RI to NY I carry " the cruising guide to the New England
Coast. ( it's a book format) I find it full of good information.
You can check in here if you have internet
access and will get lots of good tips along the way.
Hope this helps.