Once considered the height of medical modernity, this structure is now the oldest remaining component of Roosevelt Hospital.

This semi-hidden Manhattan restaurant is based out of a loading dock.

Amid the marketing blitz of modern Times Square is an elegant holdover from its showbiz glory days.

This castle-like building in Manhattan helped destigmatize cancer in the 19th century.

Manhattan and the Bronx have been playing tug-of-war over this former island neighborhood for more than a century.

Twice a day one of these tragic bronze mariners drowns with the tide to remember all those the sea has taken.

Phil Mortillaro uses keys to bring art back to the Village.

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

Set sail on a small scale.

Behind a bodega is a small museum of relics and ephemera showcasing the history of New York.

The remnants of two World's Fairs are here, complete with a 12-story globe, a mini-Manhattan, and a UFO-shaped pavilion.

This exemplar of modernist architecture is meant to captivate and inspire students of the Cooper Union.

One kilometer of thick brass rod laid out before your eyes.

Commemorating the spot where the famous scientist fed his pigeons.

An odd, ancient window that may have once been part of a brutal prison is embedded in the side of New York's Police Plaza.

A quiet and contemplative oasis in the middle of New York's bustle and riot.

Everyone from Mark Twain to Teddy Roosevelt has a pipe hanging from the walls of this historic chophouse.

Avoid gangster interaction while window-shopping.

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

This mosaic dedicated to John Lennon was tended for years by a Beatles super-fan.

Curious crustaceans support an obelisk from ancient Egypt that now stands in modern-day Central Park.

Wine bottle sculpture with a ship's stateroom inside.

Plot your trip through the city on the sidewalk.

A very classy 1920s-era bar right in Grand Central Station.