Tour calendar: See dates for all tours here. All tour start times are Eastern Time / New York Time.

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Walking Tours & Events

New Bus Trip! Vanderbilt Mansion Hyde Park with Carl Raymond

Date: June 1 – Limited Tickets

A Private VIP Tour through the Vanderbilt Mansion in Hyde Park with an early dinner at the Historic Beekman Arms. Don’t miss this unique opportunity to visit a great Gilded Age landmark hosted by The Gilded Gentleman.

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Gay Bars That Are Gone Tour

Next Date: June 27th

Long the center of cultural evolutions and political activism, gay bars in New York are critical locations to understand queer history in America. Hop through stories of community, protest, artistic achievement, and plain old intrigue on this fun walking tour.

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Live Event! Moving Uptown: The Story of Manhattan

Date: June 12 – Tickets on sale soon

Join Keith Taillon for talk that offers a brief history of New York City.

Tickets on Sale Soon


Uncovering the Historic Lower East Side


Next date: May 19th

Discover the neighborhood that transformed America. On this tour, you’ll learn how immigrants lived, worked and worshipped. You’ll hear tales of the neighborhood’s colorful denizens and discover how its cultures and conflicts shaped our modern nation.

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Gilded Age Mansions of Fifth Avenue Tour

Next dates: Several dates

This tour focuses on the great mansions of Fifth Avenue and their owners who constructed them as lavish displays of their wealth and status in Gilded Age New York City.  

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Central Harlem Walking Tour

Next date: June 16

Walk through Harlem and learn about the cultural highlights of the neighborhood and the African-American experience.

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Tastes of Chinatown Food & History Tour

Next dates: May 17

Enjoy delicious cuisine while learning the compelling stories of Manhattan’s Chinatown’s history on this tasty food tour.  

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Central Park North: A Historic Oasis in the Heart of NYC

Next dates: May 23

The north end of Central Park offers a unique and captivating experience for visitors — a must-see for history buffs and nature enthusiasts alike.    

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The Gilded Age World of Edith Wharton

Next date: May 19th

Join Carl Raymond, host of the Gilded Gentleman podcast, for this unique tour that traces the life and footsteps of Edith Wharton through the streets and neighborhoods of New York. 

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Glorious Grand Central Terminal

Next dates: May 25

Discover the secrets of the world’s most famous train station on this walking tour. See this grand landmark like you never have before!

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Glamour, Greed, Money & Murder in 19th Century Noho

Next dates: June 2nd

Step back in time to discover the amazing history of 1800s New York, from the rich and famous to the underbelly and fringes of the city.

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New Tour! Midtown Art Deco Tour: Golden Age of the Skyscraper

Next dates: June 20

New York in the 1920s and 30s gave us some of the finest skyscrapers in history. Learn how the Art Deco age came to define the New York skyline for nearly a century.

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New Tour! Victorian Flatbush: Brooklyn’s Gilded Age

Next dates: June 16

Flatbush contains one of the largest collections of Victorian houses in the US. Take a tour that shows you a Brooklyn neighborhood that broke the brownstone mold!

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Gilded Age Mansions & Memorials of Riverside Drive

Next dates: July 7 & 28

See stunning architecture and hear amazing Gilded Age stories on the Upper West Side. The tour guide is Esther Crain, author of “The Gilded Age in New York, 1870-1910”.

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Jane Jacob vs Robert Moses Walking Tour

Next date: June 9

Join us for a very special walking tour that brings together two towering figures in New York history — Robert Moses and Jane Jacobs — as they battle over the futures of Washington Square Park and SoHo.

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The Hidden History of Greenwich Village Tour

Next date: May 25th

Join one of our most popular tours as we trace Greenwich Village’s hidden history from the Dutch days to Gilded Age New York, to the Beats and bohemians of the 1950s and 60s, to today.  

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Follow the Money: How New York Became the Financial Capital of the World

Next date: May 17

During this walk through Lower Manhattan, you’ll learn how NYC started on its path to a predominant role in the world economy and how it evolved over four centuries.

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Gilded Age Shopping: Ladies’ Mile and Cast-Iron Architecture Walking Tour

Next date: Check back for future dates

Join us on a walking tour of Ladies’ Mile, 19th-century New York’s most famous shopping district, where splendid commercial palaces plied their wares to the city’s elite. Some of the greatest architects and artists of the time created lavish showrooms to entice and delight both shoppers and passers-by.

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Scandalous Tales of the Upper West Side

Next date: May 31

Walk through the neighborhood and hear tales of the most mischievous residents and their ill-deeds, from the “average” vice of prostitution to truly bizarre and scandalous crimes.

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The Met Revealed: An Insider’s Tour of the Great Museum

Next date: May 18

Join author and former museum guard Patrick Bringley as he sheds new light on familiar masterpieces and reveals wonders of the Met hidden in plain sight. 

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Ghosts of the Elevated Railroads Tour

Next dates: June 16

On this tour, your expert guide Michael will take you along former downtown sections of the 2nd Avenue and 3rd Avenue Elevated Railroads, as well as the trains that ran across the Brooklyn Bridge until 1940.

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Stop the Presses! NYC Newspaper History Tour

Next Date: June 9

Trace the turbulent history of newspapers in New York on this walking tour through Lower Manhattan. See the city through the eyes of the legendary reporters, editors and publishers who shaped the world.  

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Under the High Line: A Walk Through Chelsea History

Next Date: June 2

Walk underneath this beloved landmark to get a whole new perspective. Discover the history of Chelsea up close and experience the exciting art gallery scene.

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1830s New York: From Moving Day to the Great Fire

Next date: June 8th

Hit the streets and uncover the dramatic stories and historical remnants of 1830s New York like never before.

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New York World’s Fairgrounds Tour

Next Date: May 4th

Tour the site of the NY World’s Fairs of 1939/40 & 1964/65 to see history up close! Historian and World’s Fair collector Kyle Supley will lead you on a tour, in which you’ll hear about the planning and construction of the Fairs while seeing the sites of the most famous exhibits.  

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Historic Hotels of Midtown Manhattan

Next date: May 26th

This walking tour tells the story of the famous hotels of Midtown from The Plaza and St. Regis to the Peninsula and Waldorf Astoria.  Experience lavish architecture, grand style, and amazing stories of eccentric residents.

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Artists, Oddballs & Provocateurs: East Village Tour

Next Date: Check back for new dates

Discover the story of the East Village since the 1950s, focusing on the many subcultures that took root and flourished here, and on the nightlife that continues to draw people to this day!

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Kriss Roebling

Explore the Brooklyn Bridge with a Roebling family member!

Next date: Check back for new dates

Take an unforgettable stroll across the Brooklyn Bridge with, Kriss Roebling, a real-life descendant of the Roeblings, the family intimately involved with the bridge’s history. This very special tour includes personal artifacts and insider stories from the family archive.

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VIP Private Brunch at Delmonico’s and “Behind the Scenes” Tour

Date: Email to be notified of next brunch

A sparkling three-course brunch at the legendary Delmonico’s hosted by Carl Raymond, The Gilded Gentleman with special guest Max Tucci who will give a behind-the-scenes tour. A perfect Valentine’s treat! Limited tickets.

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Inside Old New York: A Private Tour of the Merchant’s House Museum

Next date: No dates scheduled

Join Carl Raymond, the host of The Gilded Gentleman Podcast, for a very special private tour inside one of New York’s most historic homes.

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Gilded Gotham: A Promenade through Gilded Age New York

Next date: Check back for future dates

On this jaunt back in time, we’ll explore the remnants of Gilded Age New York on the Upper East Side and in Central Park. 

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New Experience! Private Tour of Broadway’s Gilded Age Hudson Theatre

Date: April 7 – Sold Out!

Don’t miss this exclusive opportunity for an in-depth visit to Broadway’s oldest theatre hosted by The Gilded Gentleman

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Live Event! Brooklyn Bridge History Talk at the Montauk Club

Date: April 4 – Limited Tickets

Join Kriss Roebling (great-great grandson of Emily and Washington Roebling) for a talk about his family’s connection to the Brooklyn Bridge. He’ll show you very special artifacts from his family archive.

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Whitman & Melville’s New York by Foot and Ferry

Next date: Check back for new dates

Join author and tour guide Patrick Bringley and follow in the footsteps of literary giants on both sides of the East River.

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Landmarks & Secrets of Madison Square

Next date: Check back for future dates

Join us for this very special one-hour walking tour around Madison Square Park to explore the exciting Flatiron District.

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Tribeca Walking Tour: Markets, Murders, Celebs & Scandals

Next dates: Check back for future dates

Explore the historic neighborhood that is home to some of NYC’s finest architecture and biggest celebrities. We’ll tour this intriguing district, uncovering its fascinating history, colorful characters, and hidden secrets. 


New York in Neon: The Historic Signs of Greenwich Village

Next date: Available as a private tour

This new tour with Tom Rinaldi, author of “Neon New York,” will take us past about a dozen signs dating to the 1930s, ’40s and ’50s, marking the locations of some of the neighborhood’s most stalwart restaurants, bars and small businesses.


Where They Lived: Musical Icons of the West Village

Next Dates: Check back for future dates

Join musical historian, singer (NYCGMC), and official NYC tour guide, Kyle Supley as he takes you through the West Village locations where some of the greatest singer-songwriters of the rock and roll era lived and were inspired to create their most famous hits.

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Central Park Tour

Next dates: May 5th


Take an unforgettable stroll through one of the world’s most magnificent parks. This walking tour focuses on the natural and man-made beauties of Central Park, New York’s greatest works of art.

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Ghosts of NOHO (including a private tour of “Manhattan’s Most Haunted House”)

Next date: Available for private tours

Join Carl Raymond, host of The Gilded Gentleman history podcast, for a tour through the historic neighborhood of NOHO concluding with a private tour inside the Merchant’s House Museum.    


Broadway is Back! Broadway History Tour

Next date: Available for private tours


On our “Landmarks and Legends of Broadway” tour, your guide Jeff (a Broadway insider), traces the history of the Broadway theater while exploring New York’s famed Theater District. It’s ideal for fans of theater and NYC history.


Christmas in Old New York Walking Tour

Check back for 2024 dates

On this merry tour, we’ll take a look at many of New York’s iconic holiday sites, explore its seasonal traditions, and learn how the city created fundamental aspects of modern American Christmas.

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Gift Card

Looking to give the gift of a Bowery Boys Walking Tour? A Gift Card always makes the perfect present, especially during the holidays! Learn more about gift cards.

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