The saddest little diner in New York.

An uber-secure, windowless tower of doom in the center of Manhattan is an NSA spyscraper.

Built hundreds of years ago this downtown iron barrier once protected a much despised king.

During the 19th century, you could pay for violence off a prix fixe menu on this Manhattan street.

This cemetery has graves dating back to the 17th century, including the city's oldest carved tombstone and an ominous cryptogram.

A WWI fighter plane and turn-of-the-century penny candy shop are among the unexpected features of this Financial District building.

Amid the bustle and noise of the Financial District hides a secluded garden oasis above the city streets.

Manhattan’s Battery Park has a whimsical carousel full of spinning, glowing fish.

In its day this historic fort held 100 cannons pointed in almost every direction to protect New York.

The first "Hall of Fame" in America was designed by legendary Gilded Age architect Stanford White for what was then the NYU uptown campus.

Spinning silently in the lobby of an Art Deco masterwork is a massive vintage model of the Earth.

This historic address is home to the beloved ball and is an almost totally empty building among the most expensive real estate in the world.

One of only two commuter aerial tramways in the United States.

This unmarked and unloved Manhattan subway grate created one of the most iconic images in American cinema.

This little museum is built on a theater that was once a wildly elaborate speakeasy.

Once the tallest building in the world and the site of "the highest dinner ever held in New York" this building now holds the most expensive penthouse in the city.

A beautiful and abandoned New York subway station from 1904, complete with chandelier.

This whimsical group of statues is a favorite of children who love to climb all over Lewis Carroll's beloved characters.

The oldest family-run luncheonette in New York, last renovated in 1948, still serves food and drinks the old-fashioned way.

Eclectic collections, artwork, and some feline friends fill the writer's former home.

This abandoned radar station from the Cold War era now only broadcasts a seriously ominous air of isolation.

Louise Bourgeois' 30-foot-tall steel spider sculpture.

Home to the infamous "Typhoid Mary" and the worst loss of life in New York's history prior to September 11, 2001.

The crown jewel of the Queens Museum is a nearly 10,000-square-foot architectural model of the city originally built for the 1964 World's Fair.