Times Square Tours

Tour the Remnants of Gritty OId Times Square

Let us take you back to the Times Square of the 1970’s… back then it was a dangerous, exciting, gritty, intense, racially and sexually diverse neighborhood frequented by both locals and tourists. Love it or hate it, you couldn’t ignore it.

Starts at


Tour Length

2 hours

Elk Hotel

Most of old Times Square has been carefully obliterated by generic hotels, soulless office buildings, and Walt Disney musicals, but there are still a few vestiges of its seedy past—if you know where to look.

On this Times Square tour, let us take you back to the halcyon days when 42nd Street was the Deuce, Eighth Avenue was the Minnesota Strip, the Great White Way was a red light district, and the Crossroads of the World was XXX-rated. We will see former peepshows, grindhouses, adult book stores, dive bars, hotsheet hotels, sex clubs, porno theaters, and massage parlors–not to mention all three locations of the New York Times. We will discover the personalities who made Times Square what it was: the King of the Peeps; the reclusive genius behind the McDonalds of Sex; the woman who built a gay and S&M porn empire; the slumlord with two suitcases filled with gold and five wives; and the Catholic priest who flew too close to the neon sun and crashed and burned.

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  • Learn about about the largest sex emporium in New York City (and maybe the world), the freak show where Diane Arbus found her inspiration, as well as the last remaining hot sheet hotel and live peep show in Times Square.
  • Discover the dirtiest hotel in America, the oldest building on 42nd Street (it’s not what you think), and the most dangerous block in New York City.
  • Visit sites for classic films like Midnight Cowboy (1969), Taxi Driver (1976) and HBO newly released TV show: The Deuce.
  • Super interesting tour which brings back to life a bygone era. Saw much more remnants of that past than I thought I would. Not for children…

    Stephen D.
  • We had a blast! Our guide Bob is a unique character and his passion for the topic was contagious.

    Mark J.

What Guests Have to Say

Experienced this tour before? Drop us a line!

Know Before You Go

Where To Meet
We will meet in front of the statue of Father Duffy on the north end of Duffy Square. 7th Ave & W 47th St, New York, NY 10036.

How To Get There
By Subway: 1, 2, 3, 7 to 42nd St Times Square; N, Q, R, W to 49th St; B, D, F, M to 47th-50th St Rockefeller Center;

What To Bring/Wear
Bring comfortable shoes, as the tour requires walking up and down stairs. The tour also takes place primarily outdoors, so dress according to the weather!

Frequently Asked Questions

How strenuous is the tour? How much walking will we do?

This tour is easy and most people can participate.

Is there an age limit or recommendation?

Because of the type of content we cover on this tour, we don’t recommend this experience to children.

Who will guide our tour?

One of our licensed NYC Tour guides.

Is this tour indoors or outdoors?

This tour takes place primarily outdoors, so please dress accordingly!

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