The Gilded Age Guide: Mansions of Fifth Avenue and Millionaire’s Row

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The Gilded Age Guide: Mansions of Fifth Avenue and Millionaire’s Row

New York City audio tour: The Gilded Age Guide: Mansions of Fifth Avenue and Millionaire’s Row
This is a 1.8mi walking tour
It takes an average of 90 mins to complete.
$14.99
Access all 32 locations offline with the VoiceMap app
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About the Tour

Opposite New York’s Central Park is the world’s most prestigious address: Fifth Avenue, where you’ll find grand mansions built by Gilded Age robber barons and their heirs. And with outrageous fortune comes outrageous behavior.

This walking tour starts outside the members-only Metropolitan Club, founded by JP Morgan, the man who inspired Monopoly’s Rich Uncle Pennybags. As you stroll along Millionaire’s Row and Museum Mile, I’ll share extraordinary stories of love and loss, epic battles over status, and deliciously petty squabbles over the rules that governed society in the late 1800s. You'll step into the exclusive Knickerbocker Club's legacy, where America's richest man, John D. Rockefeller, was denied entry until his grandson's generation.

Our final stop is the Met (Metropolitan Museum of Art), founded by the Gilded Age millionaires who stuffed it with the art they acquired on their European Grand Tours. There, you’ll learn why its grand entry remains unfinished and how its design is actually a form of architectural revenge.

On this 90-minute tour, you’ll:

  • Learn the true meaning of the term “Gilded Age,” coined by Mark Twain as a satirical criticism of the rich, and the origin of “Keeping up with the Joneses”
  • Visit the real-life corner where the Russells and van Rijn families built their mansions in HBO’s TV series, The Gilded Age
  • Marvel at how Caroline “Lina” Astor (THE Mrs. Astor ) climbed the social ladder by writing the rules herself
  • Admire the cunning of Alva Vanderbilt, who bounced back from poverty, and hatched a scheme that forced old-money Mrs Astor to accept the new-money Vanderbilts into “polite society”
  • Be a fly on the wall at the most extravagant, ostentatious and appalling parties of the era
  • Fall for the charms of Porfirio Rubirosa, the playboy-diplomat-assassin who married – and profitably divorced – the world’s two richest women in just three years
  • Be thrilled by the forbidden romance between heiress Ellin McKay and Irving Berlin, a poor Jewish immigrant who found fame and fortune as America’s greatest songwriter
  • Get the skinny on why Fifth Avenue was the premier New York address for over a century
  • Gaze upon impressive mansions including the Herbert N. Straus House, the James B. Duke House, the Payne Whitney Mansion, the Beekman Mansion and the Fletcher Sinclair Mansion
  • Meet Henry Sinclair, the oil baron man who gave us the Teapot Dome Scandal, which was, until Watergate, “the most sensational scandal in the history of American politics”
  • Stand in silent outrage at the doors of Jeffrey Epstein’s mansion, behind which he committed unspeakable crimes, until the FBI broke them down

Every mansion has its story, and we bring them to life in dramatic fashion, with voice actors and immersive sound design that puts you in the ballrooms, carriages and clubs of the Gilded Age elite. No other Gilded Age tour, recorded or live, packs as much detail and drama into one thrilling experience.

CREDITS: The website DaytonInManhattan.blogspot.com is an incredible resource for a detailed history of NYC buildings.
Additional voices add actual quotes, performed by actors: Peter Collery, Mattie Goldberg, Matt Jones, Clara Marshall, Hugh Osborn, Paul Safsel, Beth Saks, Terry Taylor, Bob Tracy, Lisa Wagner, Claudia Wallis, Josh Wallach, John Williams.

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Tour Producer

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TellBetter

19 tours

Instead of merely guiding you through a neighborhood, what if an audio tour could transport you though time, and make you feel as if you were actually there at some of history’s most memorable events, hearing from fascinating characters in their own words? TellBetter tours are written and produced by Tom Darbyshire, a published author and Emmy-nominated storyteller, who uses actors, sound effects, music, and dramatic dialogue to create powerful “theater of the mind.” True tales of love, loss, laughter, treachery, tears and triumph.

Tom spent decades working in New York City as Executive Creative director of BBDO, the world’s most award-winning advertising agency. His work – including Super Bowl commercials and TV spots with celebrities like Muhammad Ali, Cindy Crawford, Alec Baldwin, Shaq, and Mikhail Gorbachev – scored trophies in all the major creative competitions: Cannes Lion, Clio, Addy, Art Director’s Club, One Show, D&AD, London International Festival Obie, Webby and more. Tom learned to craft captivating stories in short time frames; now he brings those storytelling and broadcast production skills to the world of audio tours.

Maybe that’s why his tours rank in VoiceMap’s Top 10 for downloads, sales and followers.

At TellBetter tours, we tell better stories.

Preview Location

Location 24

Duke Mansion

Stop here and look across at the elegant two-story home on the corner, surrounded by a matching stone balustrade.

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How VoiceMap Works

Major Landmarks

  • Metropolitan Club

  • Harmonie Club

  • The Plaza
  • HBO Gilded Age home locations

  • 800 Broadway

  • The Pierre

  • Knickerbocker Club

  • Central Park
  • 828 Broadway

  • Museum Mile

  • 10 E 64th St

  • 11 E 64th St

  • 24 E 64th St

  • 8 E 65th St

  • 4 E 65th St

  • 844 Broadway

  • The Richard Morris Hunt Memorial

  • Richard Morris Hunt Memorial

  • The Frick Collection
  • Henry Clay Frick House

  • Herbert N. Straus House

  • Ralph Lauren Men's Flagship

  • Ralph Lauren Women's Flagship

  • Gertrude Rhinelander Waldo House

  • 7 E 72nd St

  • 907 Broadway

  • Edward S. Harkness House

  • 3 E 75th St

  • 9 E 75th St

  • The Stuyvesant Fish House

  • James B. Duke House

  • Payne Whitney

  • Ukrainian Institute of America

  • 2 E 80th St

  • The American Irish Historical Society

  • Emily Thorn Vanderbilt Sloane White Mansion

  • The Benjamin N. Duke House

  • The Metropolitan Museum of Art

Getting There

Route Overview

VoiceMap tours follow a route from a set starting point. It’s how we give turn-by-turn directions and tell a story greater than the sum of its parts.
  1. Total distance
    3km
  2. Distance back to start location
    2km

Directions to Starting Point

The tour begins outside the gates of the Metropolitan Club, on East 60th Street, just east of Fifth Avenue. Subway: take the N, R or W train to the 5th Av/59 St Station.

Show Directions
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Tips

Places to stop along the way

There are plenty of vendors at the entrance to Central Park where the tour starts and at the Met, where it ends. You can find restrooms in the Central Park Arsenal building at stop #5, and in the Ralph Lauren store at stop #16, where there is also a nice cafe. After the tour you might want to return to the Ukranian Institute at 5th & 80th to view the interiors, or the French Cultural Institute on 5th between 66th & 67th.

Best time of day

Dawn to dusk, when you can best see the mansions.

Precautions

One of the safest areas in the city. This tour is on city sidewalks, all wheelchair accessible, except for one bit of jaywalking on 80th street, where you can cross at the corner curb cuts instead.

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“This app has become my go-to app for audio tours. I pretty much use it for every trip and it works wonderfully. I highly recommend VoiceMap for travelers to truly experience cities.”
App Store Review
“Great app. walk around at your own pace, stop where you want, move on or speed up when you want. Read the script before you go or during the commentary, speed it up or replay it. Repeat the tour whenever you like.”
Google Play Store

Last Updated

4 Dec 2025

Questions and Reviews

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192 Ratings
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