Explore Manhattan’s dark past with our walking tour. Uncover felons, grifters, and opportunists who shaped the city. Book now for a thrilling experience.
Explore Manhattan’s dark past with our walking tour. Uncover felons, grifters, and opportunists who shaped the city. Book now for a thrilling experience.
- Lower Manhattan - 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.
- Oculus Center - Tour attendees will learn about the first privateers in the NYC area and of the remains of ships embedded in the earth.
- The National 9/11 Memorial & Museum - The site of…
- Lower Manhattan - 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.
- Oculus Center - Tour attendees will learn about the first privateers in the NYC area and of the remains of ships embedded in the earth.
- The National 9/11 Memorial & Museum - The site of the former business of Madame Restell.
- The National 9/11 Memorial & Museum - Site of the former home of New York City’s first black millionaire.
- Trinity Church - Tour attendees will learn about the trial that established the Freedom of the Press.
- Wall Street - The site of the 1920 Wall Street bombing.
- Wall Street - The site of the The Manhattan Company relating to NYC’s water supply and bank formation.
- East River Waterfront Esplanade - A birds-eye view of Brooklyn Bridge to discuss its corrupt beginnings.
- Financial District - Visitors will stop at the First Precinct to learn about 1970s police corruption.
- Financial District - Visitors will stop at Hanover Square to hear about how local resident and criminal Captain Kidd had a hand in developing the colony.
- The White Horse Tavern, Bridge St - The site of the home of New Amsterdam law-breakers who created the elite of New York City.

- All Fees and Taxes
- All Fees and Taxes
In the refreshing autumn atmosphere, these tours become particularly engaging, perfectly aligned with the Halloween season when New York’s history appears at its most mysterious.
Intrigue. Deception. Grassroots uprisings. The true creators of New York City were far from saints. They were masterminds.
If one believes NYC was constructed through courteous…
In the refreshing autumn atmosphere, these tours become particularly engaging, perfectly aligned with the Halloween season when New York’s history appears at its most mysterious.
Intrigue. Deception. Grassroots uprisings. The true creators of New York City were far from saints. They were masterminds.
If one believes NYC was constructed through courteous agreements and zoning discussions, it’s time to reconsider. This tour immerses participants in the historical alleyways alongside the outlaws, hustlers, and political schemers who truly laid the city’s foundations, one bribe, brawl, and secret deal at a time.
Dismiss the typical gangland stereotypes. This walking tour reveals the radical, corrupt, and incredibly enterprising individuals who molded New York City, from pirate captains and Wall Street bombers to bank fraudsters, rogue publishers, and NYPD whistleblowers. It’s an intensive lesson in how NYC was built not just by power and politics, but by those who bent the rules, defied authority, and occasionally caused explosions!
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.