8. Trump Wollman Rink at Central Park

Neighborhood: Upper East Side
Address830 5th Ave.

The Wollman Rink has been a Central Park icon for over 60 years. The surreal fact of an open-air skating pond inside the tranquility of the park, the cityscape looming around the edges, provides a classic backdrop for romance. Just make sure you go during the week to minimize crowded ice conditions and the number of people laughing when you fall.