Flatiron District Private Walking Tour: The Rise of New York

Features

Free Cancellation

For a full refund, cancel at least 24 hours before the scheduled departure time.

Instant ticket delivery
Mobile Ticket
Pickup available
Duration

2 hours

Wheelchair accessible
Audio guide
Live guide
  • This walking tour includes visits to historic locations in the Flatiron District.
  • This tour is private and customized to your interests.
  • Gratuities
  • Food and drink are not included in the ticket price.
  • Italian Marketplace (If Option Selected)
  • Hotel Pick Up & Photo Album & Additional Tour Stops (If Option Selected)
  • Mobile or paper ticket accepted
  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby

Discover the rich history of NYC’s Flatiron District on this top-rated, two-hour walking tour led by a licensed local guide and college history professor with a doctorate in Education.

Visit historic sites, including the Flatiron Building, original Madison Square Garden, MetLife Tower, and locations tied to the Gilded Age, Nikola...

  • Duration 2 Hours
  • Private Tour
  • 1

    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.

    • Duration 10 Minutes
    • Admission Ticket Included
  • 2

    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.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 3

    William Jenkins Worth Monument

    Discover the story behind the second-oldest monument in New York City and its often-overlooked significance.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 4

    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.

    • Duration 10 Minutes
    • Admission Ticket Included
  • 5

    Madison Square Park

    Hear the powerful story of NYPD officer Moira Smith, a true hero of September 11th, and reflect at this moving tribute.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 6

    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.

    • Duration 10 Minutes
    • Admission Ticket Included
  • 7

    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.

    • Duration 15 Minutes
    • Admission Ticket Included
  • 8

    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.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 9

    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.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 10

    Madison Avenue

    Step inside the world of high justice and learn what really goes on behind the doors of this historic judicial building.

    • Duration 5 Minutes
    • Admission Ticket Included
  • 11

    MetLife Building

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

    • Duration 5 Minutes
    • Admission Ticket Included
  • 12

    Eataly

    Wrap up your journey with a look back at the luxurious Fifth Avenue Hotel and the origins of Madison Square Park.

    • Duration 10 Minutes
    • Admission Ticket Included
  • 13

    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,...

    • Duration 20 Minutes
    • Admission Ticket Included

For a full refund, cancel at least 24 hours before the scheduled departure time.

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CAD 218.325CAD 174.66