Trailblazer | 689 pts
I didn't explore the Vinegar Hill Trail, but we did take some time walking around DUMBO, which stands for down under Manhattan Bridge overpass. It's a great place to get some cool shots of the Brooklyn Bridge. The enclosed carousel is a hit with the kids and there's a cool ice cream place right on the pier too. Don't expect much of a "trail," but a stroll along the water is very pleasant.