The Flatiron District, located in the shadow of its glorious namesake, the Flatiron Building, is next to the enchanting Gramercy, a neighborhood that many tourists don’t get to see. On this walking tour of Flatiron District, you’ll discover the its breathtaking landmarks and experience the 19th-century charm of Gramercy.

The tour starts in front of the Flatiron Building with a view of the area‘s magnificent skyline, from where you‘ll amble around Madison Square Park. As you walk, I‘ll show you a few of the district‘s secret places, including Worth Monument (a gravesite on Broadway), a statue that kept losing its glasses, and a truncated skyscraper that was supposed to tower over the world.

Your walk continues to Gramercy, an upscale neighborhood developed in the 1800s and is largely unchanged today. As you stroll around the perimeter of the exclusive Gramercy Park, you’ll pause in front of a few private clubs and residences to hear about the actors and politicians who lived here in the 1800s. The tour ends at Pete‘s Tavern, one of the oldest bars in the city that lived through Prohibition as a speakeasy.