Re: Any Advice for sailing Kingston, NY to NYC??
The anchorage by the statue is wide open. Commercial traffic will rock you at all times, and weather can give you a nice roll as well. But, it is free. You might want to rig a trip line on the anchor because like most old harbors, NY has a foul bottom in many places. Or you could tack another day or two onto the trip, head down to Sandy Hook and take a look past the VZ Bridge while you're coming down all that way.
Do check the tides, you can get a two knot boost if you time the trip on the right days. Current will be strongest further down the river, IIRC.