Midtown New York: Mob Hits & Hangouts

4.38 (8 ratings)
Quest image more than 2
Walk through midtown and experience New York City’s dubious past with the American Mafia. In this challenging city exploration game, you will see a side to Midtown that most visitors will never know. 

You will visit the unknown, yet historic sites of the American Mafia and their hangouts over the last century. You will be exposed to the graphic detail and vengeful actions of infamous mobsters, that ultimately led to their demise. 


  • Can be played on
    Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, Sunday

  • During these hours
    Whole day

  • Languages

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  • Witness famous locations where the American Mafia assassinated their enemies.

  • See infamous hangouts from the prohibition era, also known as Speakeasies.

  • Learn the unusual circumstances ordinary citizens have come across, related to the American Mafia.

  • Find modern day speakeasies, and unique hidden cocktail lounges in Midtown.


You’ve just arrived in New York City, ready to party in the Big Apple. Unfortunately, it’s the height of Prohibition, and there’s not a drink to be found. 

You’ve heard whisperings of underground speakeasies where a thirsty soul can find a cup of hooch. Problem is, they’re all run by the Mafia—and you’re worried about tangling with dangerous outlaws just for a cocktail. But the thrill of the Big City pulls you in, and you can’t help but go searching for the most hoppin’ place in Midtown.

Experience's route

Starting point Columbus Circle
848 Columbus Cir, New York, NY 10019, USA
Finish point Sparks Steakhouse
210 E 46th St, New York, NY 10017, USA

Places you will visit


It will take you

95-125 mins

You will walk

7620 steps

Total distance

5.8 km

  • Best during the day
  • Instagrammable
  • Best for couples
  • Recommended activity for families
People exploring Glasgow with Questo

Get the Questo app and you’re all set

Download it, choose your route and just walk to the starting point.

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Ratings and Reviews


8 ratings

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Sabrina MacMullin

15 May 2023
preferred when street names were used rather than left and right but it was still a lot of fun


11 Feb 2023

Noah grinberg

02 Jan 2023

Sarah Weingust

04 Apr 2022
did this for a birthday afternoon with friends. loved the creative way clues were threaded into the story. clues could have been harder to crack. mafia intrigue was fun. we learned a lot!

Brianna Cote

16 Jul 2023
I just wish we new how far each of the clues were so we could hit them if we were close.

What does a Questo Experience look like?

  • Walk and explore the Real-World

    Download the Questo app and choose your experience. Walk and follow clues to solve puzzles and unveil new locations and stories along the way.

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  • Make your date memorable

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Benjamin Romanelli
3700 XP
3693 XP
Austin Mandigo
3659 XP