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New York Tour: Hustlers and Rebels Unveiled
5.0
8 Ratings
New York
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.
Duration:
2 hours
Cancellation:
24 hours
Highlights
- 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.
What's Included
- All Fees and Taxes
- All Fees and Taxes
Additional Information
New York was not constructed by those who simply followed the rules. This walking tour delves into the authentic tales of the hustlers, rebels, and influential figures who built the city from its foundation. Discover the alleys and landmarks where deals were made, scandals erupted, and ambition transformed the norms. Encounter the pirates, fraudsters,…
New York was not constructed by those who simply followed the rules. This walking tour delves into the authentic tales of the hustlers, rebels, and influential figures who built the city from its foundation. Discover the alleys and landmarks where deals were made, scandals erupted, and ambition transformed the norms. Encounter the pirates, fraudsters, and trailblazers who crafted New York into the city it is today—unpredictable, daring, and perpetually on the brink.
Location
Millennium Downtown New York
Church Street
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).
Cancellation Policy
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.
Customer Ratings
5.0
(8 Ratings)
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810masonw
Jul 1, 2025
Great content, lots of history! - Not really an average villain/gangster tour. This tour is about the shady characters who put together the building blocks of New York City. Learned a lot! Guide was entertaining and knowledgeable.
Review provided by Tripadvisor
Quest13128879621
Jun 8, 2025
History with a Criminal Record—and I Loved Every Minute of It - 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.
Our guide was part historian, part stand-up comic, and part time-traveling gossip columnist. She made 19th-century scandals feel juicier than anything on Bravo. I laughed, I learned, and I left slightly suspicious that I might be related to a corrupt Tammany Hall boss.
This isn’t your average “and here’s where Hamilton ate a sandwich” tour. It’s for people who want to hear the messy, glorious, rebellious truth about New York City’s rise. 10/10 would bribe a city official to do it again.
Review provided by Tripadvisor
Atopallm
Jun 7, 2025
Hidden Gems of NYC History - I truly enjoyed the tour. It was a great way to discover the hidden sides of NYC's history that aren't usually talked about. The information was presented with humor and clarity, making it both engaging and insightful. Definitely a memorable experience.
Review provided by Tripadvisor
408joycee
Mar 31, 2025
Entertaining and informative tour! - Krombie was a terrific tour guide - very excited about the topic and very well informed. We really enjoyed our time with her learning about pirates and Wall Street hustlers and lots of other seedy characters. We also got to see a lot of the Wall Street area that was unfamiliar to us. Highly recommended. We look forward to doing some of Krombie's other tours.
Review provided by Tripadvisor
Stevemjuk
Mar 25, 2025
Fabulous insight into the history of NYC - Such an excellent tour, giving an extraordinary insight into the history of New York. It was really interesting to find out more about some people and places that shaped the city and the tour guide was amazing. Would highly recommend as something essential for any NYC break
Review provided by Tripadvisor
Escape59836277606
Jul 15, 2024
Unique tour experience - The tour is very unique, and quite interesting. Includes lots of people I had never heard of before. Definitely a must if you want something a little different than the same old Manhattan tours.
Review provided by Tripadvisor
B1783ehalexeyk
Jun 4, 2024
Great tour - Great tour. Learnt a lot of new things about the history of Manhattan that cannot be easily found in the internet. Highly recommend
Review provided by Tripadvisor
Supatrak2024
Apr 22, 2024
Fast-paced and entertaining tour - Guide Krombie held forth on a fast-paced, entertaining yet informative take on a slice of New York history. I learned much from this tour that I would not have otherwise on my own. It's well-researched and thoughtfully structured. I'm usually averse to tours but after this, I plan on signing up for another one with this group.
Review provided by Tripadvisor
