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Private Tour of the Gilded Age City around Madison Square

1 Review 5.00 out of 5 stars Based on 1 reviews collected by Key West Private Charters and TripAdvisor |
Recommended by 100% of reviewers
100% of reviewers gave this experience a rating of 4 or higher.
| New York City, USA
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from $225 per group (up to 9)

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Don't miss out!
On average, this is booked 33 (0) days in advance.
3 hours (approx.)
Mobile ticket
Offered in: English
Instant confirmation

Overview

What visitors will take away from this tour was just how small the Gilded Age city of New York was. Distrcits for shopping and theaters, for the upper and middle classes, were all a block or so away from each other. Not only that, but the apartment building, department store and office tower were all new innovations, and at their social heights in the same place around Madison Square just as telephones and electicty were coming on the scene.

Most fascinating will be the proximity all of these venues, from the carriage trade shops and the homes of familes like the Roosevelts, Astors, and Schermerhorns, were to the blocks of illiicit, often raucous nightlife activity in the old Tenderloin just a few blcoks away.

This is a tour de force of the Gilded Age City of NEw York around Madison Square.

What's Included

  • Expert guide
  • Gratuities
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Meeting Location

Meeting point

175 5th Avenue
New York, NY 10010, USA

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Detailed check-in instructions, including the exact address, are provided with your booking confirmation.

End point

This activity ends back at the meeting point.

What To Expect

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Our secure website provides real-time availability, instant confirmation, and free, no-hassle cancellations up to 24 hours before your tour begins.
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Flatiron Building

We begin the tour with a general overview of history and the city's move uptown. Pictures help recreate the evolution of the area from farmland to a fashionable city center.We learn the history of the Astors, the creation of the first Waldorf=Astoria, and their social interactions with families like the Vanderbilts of the new Industrial class wealth.
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15 minutes Admission Ticket Free

Madison Square

Pictures enhance a short walk and talk around Madison Square, including the hisotries of Met Life and the first Madison Square Gardens at the height of the Gilded Age.
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10 minutes Admission Ticket Free

Broadway Theatre

We begin hte process of circumnavigating the ruins of the long forgotten city, when the telephone and electricity were brand new and not yet common to households. It was the age of the department store, hte apartment buildnig and the office towers, new ways of living, working and playing for a rising middle class. Each thoroughfare that crossed at Madison Square held a different class-based attraction of some form of commercia culture, including a redlight distrcit of blocks above 23rd Street and west of Broadway!Here, we begin the tour with the carriage trade shops of upper class wealth along Broadway, including th old Lord & Taylor and Arnold Constable & Co buildings, among others.
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5 minutes Admission Ticket Free

Fifth Avenue

Fifth Avenue below 23rd Street has its own particular hisotry of development like no other place in hte city. Here, the Garment Distrcit was "diverted" from Midtown. The built environment here is different from any other blocks around.
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10 minutes Admission Ticket Free

Sixth Avenue (Avenue of the Americas)

Sixth Avenue was the middle class shopping district and retains its spactacular array of buildings as the city moved from cast iron to steel frame construction. Some of the buidlings include: Seigel-Cooper, B. Altmans, Hugh O'Neill's, and Adams Dry Goods Store.
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10 minutes Admission Ticket Free

Broadway

Above 23rd Street history takes an abrupt turn as a few steps take us into the old tenderloin, blocks of concert-saloons, brothels and gambling halls from a time when the main form of entertainment in the house was the piano.
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20 minutes Admission Ticket Free

Flatiron District

We cross back to Fifth Avenue and again into a realm of substantial architecture. Here, early experimental forays into multiple family housing: apartment-hotels, French flats, bachelor flats, early coops are the featured buildign types. Some of the buildings include: the Wilbraham, Holland House, Seville and the Martha Washington.
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20 minutes Admission Ticket Free

Madison Square Park

We end the tour in Madison Square Park with some last interesting histories, inluding the Worth Monument, Delmonico's and the old Brunswick Club.
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15 minutes Admission Ticket Free

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Additional Info

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller

Frequently Asked Questions (8)

Q: What is the cancellation policy for the Private Tour of the Gilded Age City around Madison Square?

A: You can cancel up to 24 hours in advance of the tour for a full refund. For a full refund, you must cancel at least 24 hours before the tour start time.If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.Any changes made less than 24 hours before the tour start time will not be accepted.Cut-off times are based on the tour local time (EST). Read more Apr 2025

Cancellation Policy

You can cancel up to 24 hours in advance of the tour for a full refund.

Still have questions?

We're here to help.
Activity code: C-44899P18

Traveler Photos

Reviews

5.00
1 reviews

Average 5.00 out of 5 stars based on 1 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor

5 stars
1
4 stars
0
3 stars
0
2 stars
0
1 star
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Don't miss out!
On average, this is booked 33 (0) days in advance.
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Frequently Asked Questions (8)

Activity name

The answers provided below were previously given in response to questions from Key West Private Charters customers.

Filter by:

Q: What is the cancellation policy for the Private Tour of the Gilded Age City around Madison Square?
A:
You can cancel up to 24 hours in advance of the tour for a full refund.
  • For a full refund, you must cancel at least 24 hours before the tour start time.
  • If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
  • Any changes made less than 24 hours before the tour start time will not be accepted.
  • Cut-off times are based on the tour local time (EST).
Apr 2025
Q: What's included in the price?
A:
The following is included:
  • Expert guide.
The following is NOT included:
  • Gratuities.
Apr 2025
Q: What is the weather cancellation policy?
A:

This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

Apr 2025
Q: What is the minimum age for this tour?
A:

There is no minimum age for this tour, so bring your wee one along for an adventure..

Apr 2025
Q: My date is not available in the calendar, I am just checking to see if it is available?
A:

If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.

If you find a date and time that works for you, book it NOW because things always sell out at this time of year.

Apr 2025
Q: Is this an accessible tour?
A:

Accessibility information for the Private Tour of the Gilded Age City around Madison Square is as follows:

  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
Apr 2025
Q: Where is the meeting point for this activity?
A:

Detailed check-in instructions – including meeting point address, Google map, and parking information – for Private Marine Corps Tour of Washington DC by Luxury Car will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!

 

 

Mar 2024
Q: How long does a refund take to reach my card, and can I get it faster?
A:

Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.

Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.

If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.

Oct 2026

What's Included

Activity name

  • Expert guide
  • Gratuities

Additional Info

Activity name

  • Confirmation is instant and will be received at time of booking
  • Service animals allowed
  • Public transportation options are available nearby
  • Travelers should have at least a moderate level of physical fitness
  • Infants and small children can ride in a pram or stroller

Report Product Issue

Activity name