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

What's Included

Meeting and pickup

Itinerary

• 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.

  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.

  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.

  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.

  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.

  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.

  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.

  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.

  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.

  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.

  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.

  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.

  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, shop, or enjoy a delicious meal at your leisure. Please note: food and drinks are not included in the upgrade price.

  20 minutes • Admission ticket included

Additional info

• 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

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