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Worst part of the Hudson, from a current perspective, seems to be by the George Washington Bridge by the way... it seems like fighting your way up there is a treat when against a heavy current, and once you get past there you go a bit faster. If you are against a big ebb, though, it feels like (and actually is) hours before you pass the bridge.
Cam - Thanks for pointing out the East River. I haven't done the trip from NYC to Long Island Sound - YET - so I just know what others have said. I have done the trip up the Hudson and that's pretty cool. New York's Upper Harbor is definitely sailing territory on the weekends. I'd probably hesitate during the week with a ton of shipping traffic.
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