What You Will Do
Scandal. Subterfuge. Street-level rebellion. The real architects of New York City weren’t saints. They were schemers.
If you think NYC was built by polite handshakes and zoning meetings, think again. This tour throws you straight into the alleyways of history with the outlaws, hustlers, and political schemers who actually built the bones of the city, one bribe, brawl, and backroom deal at a time.
Forget the gangland clichés. This walking tour uncovers the radical, corrupt, and wildly enterprising figures who shaped New York City, from pirate captains and Wall Street bombers to bank fraudsters, rogue publishers, and NYPD whistleblowers. It’s a crash course in how NYC was built not just by power and politics, but by those who bent the rules, challenged authority, and sometimes blew things up!
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
Itinerary
Meeting Point
The nearest subways are Cortlandt Street (N, R, W; Dey St & Church St NE exit is next to the meeting point), WTC Cortlandt (1), WTC (PATH), and Fulton Street (2, 3, 4, 5, A, C, J, R, Z).
1
Lower Manhattan
5 minutes
The guide will meet you OUTSIDE the entrance to the Millennium Downtown New York hotel and escort you to the first stop on the tour.
2
7 minutes
Tour attendees will learn about the first privateers in the NYC area and of the remains of ships embedded in the earth.
3
The National 9/11 Memorial & Museum
7 minutes
The site of the former business of Madame Restell.
4
The National 9/11 Memorial & Museum
6 minutes
Site of the former home of New York City's first black millionaire.
5
Trinity Church
6 minutes
Tour attendees will learn about the trial that established the Freedom of the Press.
6
Wall Street
7 minutes
The site of the 1920 Wall Street bombing.
7
Wall Street
7 minutes
The site of the The Manhattan Company relating to NYC's water supply and bank formation.
8
East River Waterfront Esplanade
7 minutes
A birds-eye view of Brooklyn Bridge to discuss its corrupt beginnings.
9
Financial District
7 minutes
Visitors will stop at the First Precinct to learn about 1970s police corruption.
10
Financial District
7 minutes
Visitors will stop at Hanover Square to hear about how local resident and criminal Captain Kidd had a hand in developing the colony.
11
The White Horse Tavern, Bridge St
8 minutes
The site of the home of New Amsterdam law-breakers who created the elite of New York City.
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