The poker run weekend would be a good time to be on the river, even if you dont want to participate in the Poker run, it's still fun to run down to liberty landing marina to check out all the hardware and then run up to the Tappan Zee bridge before the start and watch all the boats come by. You can launch from Peekskill, run south to the harlem river take the scenic tour past yankee stadium out the east river and across to the statue of liberty. or run out to the L.I. sound. Depending on how far you want to go, you could launch from Peekskill and head North up to West Point and further on to the Newburgh water-front for some real nice dining. lots of options, depends on what your looking for..