Flatiron District Private Walking Tour: The Rise of New York

New York City, USA
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Duration2h
Free cancellationFull refund up to 24 hours before
Instant confirmationYour booking is confirmed right away
TicketMobile or paper ticket accepted
LanguagesEnglish
Private tourOnly your group will participate

Overview

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 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.

This is a private tour tailored to your interests. Your reservation will serve a placeholder. After you book, I will contact you to arrange a date and time convenient to you.

What's included

  • This walking tour includes visits to historic locations in the Flatiron District.
  • This tour is private and customized to your interests.
  • Gratuities

What to expect

  1. Flatiron Building
    10m · Admission ticket included
    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.
  2. Madison Square Park
    5m · Admission ticket included
    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.
  3. William Jenkins Worth Monument
    5m · Admission ticket included
    Discover the story behind the second-oldest monument in New York City and its often-overlooked significance.
  4. Madison Square Park
    10m · Admission ticket included
    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.
  5. Madison Square Park
    5m · Admission ticket included
    Hear the powerful story of NYPD officer Moira Smith, a true hero of September 11th, and reflect at this moving tribute.
  6. Madison Square Park
    10m · Admission ticket included
    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.
  7. Madison Avenue
    15m · Admission ticket included
    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.
  8. Madison Avenue
    5m · Admission ticket included
    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.
  9. Madison Avenue
    5m · Admission ticket included
    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.
  10. Madison Avenue
    5m · Admission ticket included
    Step inside the world of high justice and learn what really goes on behind the doors of this historic judicial building.
  11. MetLife Building
    5m · Admission ticket included
    Gaze up at America’s largest exterior clock and hear how the Great Depression altered the course of this once-grand skyscraper.
  12. Eataly
    10m · Admission ticket included
    Wrap up your journey with a look back at the luxurious Fifth Avenue Hotel and the origins of Madison Square Park.
  13. Madison Square Park
    20m · Admission ticket included
    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.

Meeting and pickup

Meeting point

Please meet your guide in front of Jemmy's Dog Run, located on the west side inside Madison Square Park. Look for the guide with an Epic Walking Tours flag for easy identification.

End point

The tour concludes at the iconic Flatiron Building.

Additional information

  • Wheelchair accessible
  • Infants and small children can ride in a pram or stroller
  • Service animals allowed
  • Public transportation options are available nearby
  • Transportation options are wheelchair accessible
  • All areas and surfaces are wheelchair accessible
  • Suitable for all physical fitness levels

Cancellation policy

For a full refund, cancel at least 24 hours before the scheduled departure time.
From
$125.00 per person
Check availability & book
  • Free cancellation up to 24 hours before the experience starts
  • Instant confirmation
  • You'll choose your date and travelers and pay on viator.com. Prices vary by date, group size and option.
Operated by Epic Walking Tours · Booked through Viator
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From
$125.00 per person
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