Make a tough dinner decision: Octopus wasabi roulette or bull penis?

This former crime corner has been turned into an eclectic community center.

Monument to a forgotten NYC disaster that claimed the lives of 1,000.

A reminder to choose water over wine since 1888.

One of the few remaining American elm trees in New York’s Tompkins Square Park was the birthplace of a new religion.

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

Imagine having a street run right through your home, or better yet, a historic bridge three stories high.

The greatest real estate coup of all time.

Walk over a 150 year old manhole.

The oldest living tree in Manhattan comes shrouded in sinister legend.

Plot your trip through the city on the sidewalk.

A historic 1890s architectural masterpiece with an iconic clock tower that, once open to the public, now faces an uncertain future.

A clock set into the concrete outside a Manhattan jeweler has been telling time underfoot for over a century.

The last living thing to come out of the rubble after 9/11 is now a symbol of hope and resilience.

The home of the first American-born saint is one of the only curved buildings in New York.

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

Try not to get slimed in Tribeca.

A swaggering, monumental souvenir of the most extravagant party Montreal’s ever thrown.

The site of a tragic massacre that spawned a multimedia franchise.

A historic lighthouse steeped in rumors of ghost and pirate stories.

A former poultry store that looks like a giant duck and is one of the "seven wonders" of Long Island.

Wine bottle sculpture with a ship's stateroom inside.

Stunningly detailed mosaics in a New York subway station bring life to the Weimaraners of artist William Wegman's work—and to thousands of commutes.

Hidden in plain sight on a pair of Manhattan subway tunnels are a pair of public instruments that sing to each other.