Flatiron Gilded Age Walking Tour: Architecture, Scandals, & Food

New To The Site! New York City, USA

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2 to 4 hours (approx.)
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Instant confirmation

Overview

Discover the rich history of NYC’s Flatiron District on this top-rated, two-hour walking tour led by a licensed local guide. Visit historic sites, including the Flatiron Building, original Madison Square Garden, MetLife Tower, and locations tied to the Gilded Age, 9/11, Nikola Tesla, and Lincoln’s assassination. Hear stories about figures like Cornelius Vanderbilt, P.T. Barnum, and Edith Wharton, brought to life with archival photos. The route is short and comfortable, with spots to sit and relax. Ideal for history lovers and architecture buffs, this immersive experience blends engaging storytelling, rare visuals, and iconic landmarks. Operated by a top-rated small business, it’s a fun way to explore the city and support community-based tourism.

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What's Included

  • This walking tour includes visits to historic locations in the Flatiron District.
  • Meals Food and drink are not included in the ticket price.
  • Gratuities
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Meeting Location

Meeting point

Madison Avenue
New York, NY 10010, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

5th Avenue
New York, NY 10010, USA

The tour concludes at the iconic Flatiron Building.

What To Expect

Flatiron Building

Your tour begins at one of NYC’s most iconic architectural landmarks, where you’ll learn how this groundbreaking structure became a symbol of New York itself.
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10 minutes • Admission Ticket Included

Madison Square Park

Uncover the life of New York’s former Governor and U.S. Secretary of State—best known for "Seward’s Folly" and his role in the aftermath of the Lincoln assassination.
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5 minutes • Admission Ticket Included

William Jenkins Worth Monument

Discover the story behind the second-oldest monument in New York City and its often-overlooked significance.
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5 minutes • Admission Ticket Included

Madison Square Park

Step into the intrigue of the Gilded Age with stories of scandal, America’s first supermodel, and the infamous “Murder of the Century” as shown on the Gilded Lady mural.
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10 minutes • Admission Ticket Included

Madison Square Park

Hear the powerful story of NYPD officer Moira Smith, a true hero of September 11th, and reflect at this moving tribute.
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5 minutes • Admission Ticket Included

Madison Square Park

Learn how Henry Bergh founded the nation’s first animal protection organization and changed the way we view animal welfare forever as you visit a 19th century ASPCA building.
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10 minutes • Admission Ticket Included

Madison Avenue

Explore the layered history of the New York Life Insurance Building site—from the original Roman Hippodrome and P.T. Barnum’s circus to the original Madison Square Garden.
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15 minutes • Admission Ticket Included

Madison Avenue

Peek into the lives of the Jerome family and their surprising connections to American history, including ties to Winston Churchill at the site of the Jerome Mansion.
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5 minutes • Admission Ticket Included

Madison Avenue

Visit a haunting memorial modeled after the gas chambers at Auschwitz and discover why it was placed on one of NYC’s most ornate court buildings.
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5 minutes • Admission Ticket Included

Madison Avenue

Step inside the world of high justice and learn what really goes on behind the doors of this historic judicial building.
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5 minutes • Admission Ticket Included

MetLife Building

Gaze up at America’s largest exterior clock and hear how the Great Depression altered the course of this once-grand skyscraper.
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5 minutes • Admission Ticket Included

Eataly

Wrap up your journey with a look back at the luxurious Fifth Avenue Hotel and the origins of Madison Square Park.
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10 minutes • Admission Ticket Included

Madison Square Park

Guests can choose between the two-hour Historical Walking Tour ($39) or upgrade to the Tour + Italian Marketplace experience ($19), which includes a visit to a world-renowned Italian marketplace known for its culinary treasures—from handmade pasta and fresh cannolis to unforgettable pizza. After the tour, you’ll have time to explore, shop, or enjoy a delicious meal at your leisure. Please note: food and drinks are not included in the upgrade price.
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20 minutes • Admission Ticket Included

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions

(7)

Q: What is the cancellation policy for the Flatiron Gilded Age Walking Tour: Architecture, Scandals, & Food?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EDT).This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund. Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

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Activity code: C-462670P3


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What's Included

Activity name

  • This walking tour includes visits to historic locations in the Flatiron District.
  • MealsFood and drink are not included in the ticket price.
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Wheelchair accessible
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Service animals allowed
  • Public transportation options are available nearby
  • Suitable for all physical fitness levels
  • Infants and small children can ride in a pram or stroller
  • This tour/activity will have a maximum of 12 travelers

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Free Cancellation

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100% refund
No refund

You can cancel up to 24 hours in advance of the tour for a full refund.

  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EDT).
  • This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
  • This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.

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