Friends and I are renting a sailboat in early September to admire Manhattan's gorgeous skyline while the sun sets. Tribeca Sailing offers a great affordable option at $70 per person and takes up to six people. If you go after 6pm, it's private! We'll dock at Pier 25, just next to Grand Banks, the latest Tribeca oyster bar that resides on a 142' wooden schooner on the Hudson River. Oysters, tarragon lobster rolls, fish crudos and a few cocktails are on the post-sailing agenda. I can't think of a more perfect way to embrace NYC and say farewell to summer.