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City exploration game

NYC: Madcap Manhattan: A Date with The Great Gatsby

4.25Player rating
Play at your pace · usually 150 min 2.5 km New York City App-guided
Play in
English

The experience

About this quest

Part rom com, part literary classic updated, Madcap Manhattan is a game based on the now 100 year old book that's on every high school English reading list: The Great Gatsby.

F. Scott Fitzgerald and his fictional character, Jay Gatsby, were both in love with the glamour of Manhattan: grand hotels, taxi cabs, and the clink of ice in a well made cocktail.

Roam through midtown with Nick, Daisy, and Gatsby and feel the giddiness of urban life and the hilarious tension of romantic confusion. 

Is this for you?

Who it's for

Fans of The Great Gatsby, literary couples and English students reading the book will enjoy following Nick, Daisy and Gatsby through Jazz Age midtown, from the Yale Club past Fifth Avenue to Rockefeller Plaza. It takes about two hours over 2.5 km, with the story told as a romantic comedy. If Fitzgerald means little to you, or you want a live guide to question, choose another walk.

What makes this quest special

Highlights

  • The Great Gatsby is back and he's still a charming bad boy. you'll get caught up in a manhunt, chase scenes, and romantic mayhem - all set against the backdrop of glamorous Midtown Manhattan.

  • Some highlights include:Library Walka sculpture with a hidden meaningthe Diamond District Rockefeller Center an optional detour through an underground tunnel

From people who played this quest

Good times. In their words.

4.25 / 5

4 player ratings

Selected player reviews. Original words and ratings.

From your phone to the streets

A walk that turns into an adventure.

  1. 1

    Open the app. You’re on your way.

    Choose your pass, then open your quest in the Questo app. It guides you from the starting point.

  2. 2

    Get outside. Follow your curiosity.

    Discover real places and their stories on foot. Stop for a coffee or a photo, then pick up where you left off.

  3. 3

    Crack a clue. Share a little victory.

    Look around for answers, solve puzzles and enjoy the “we got it!” moments.

CHOOSE YOUR PASS

How many are playing?

Get this quest
No booking slot · play any dayFull refund until you start playing
Players exploring the city together

BRING YOUR WHOLE GROUP

One city. Rival teams. Great stories together.

A school trip, a team day or friends out together. Turn your next outing into a little friendly competition.

Team vs team

Use your own phones and join a team. Any teammate’s answer advances everyone. Beat the other teams on the leaderboard.

Everyone for themselves

One player per phone. Solve clues on your own and race for the top spot on the final leaderboard.

Can a team share one phone?

Yes. Play together on one phone per team, or use your own phones and join the same team in the app. We recommend your own phones so everyone can take part.

Your walk, at a glance

New York City

A · Start

50 Vanderbilt Ave #007, New York, NY 10017, USA

B · Finish

One Rockefeller Plaza 10th Floor, New York, NY 10020, USA

Get directions to the start

Start and finish only. Discover the stops as you play.

The people behind the adventure

Created by Anne Holler.

A route that brings places and playful storytelling together.

Made by Anne Holler

WHAT MAKES A QUEST DIFFERENT

Your adventure, with a playful twist.

1 / 4

Experience

This quest
Discover places through stories and clues in the app
Guided walking tour
Hear stories and ask a guide questions
2 / 4

Pace

This quest
Pause for a photo, a café or a longer look
Guided walking tour
Usually follows the guide’s schedule
3 / 4

Company

This quest
Explore with your own people or on your own
Guided walking tour
Private and shared group tours are available
4 / 4

Guidance

This quest
Directions and challenges in the Questo app
Guided walking tour
Live interpretation from a guide

Features and terms vary by experience. Check the details before booking.

Good to know before you play

  • No attractions ticket(s) required
  • Some checkpoints may contain temporary construction work

A little clarity before you go

Frequently asked questions

Where does the Great Gatsby walk start and finish?
It starts at The Yale Club of New York and finishes at Rockefeller Plaza, so it is not a loop. Along the way you pass Vanderbilt Avenue, the Pershing Square Arch, Fifth Avenue, West 44th Street, the Charles Scribner's & Sons Building and the Channel Gardens.
How long does it take and how far is the walk?
Most players take about two hours, including walking, the story at each stop and the puzzles. The route covers around 2.5 km through midtown Manhattan, from the Yale Club to Rockefeller Plaza.
Can we play as a group?
Yes. One ticket covers the whole group playing together on the same route, so friends or a couple can follow Nick, Daisy and Gatsby through midtown side by side and solve the puzzles together.
Do we need to book a time slot or buy attraction tickets?
No. You start whenever you like, with no group to join and no guide to meet. No attraction tickets are needed for any stop, and you can pause the game and continue later if you want a break.
Is it an outdoor walk, and is anything on the route affected by works?
The route runs along midtown streets and corners, from Vanderbilt Avenue to Rockefeller Plaza, so plan for being outside and dress for the weather. Some checkpoints may have temporary construction work, so expect occasional changes around the street corners.
Is NYC: Madcap Manhattan: A Date with The Great Gatsby self-guided?
Yes. The Questo app guides you between locations without a tour guide or fixed departure. Start when it suits you and pause if needed.
Where does NYC: Madcap Manhattan: A Date with The Great Gatsby start and finish?
It starts at The Yale Club of New York, 50 Vanderbilt Ave #007, New York, NY 10017, USA and finishes at 30 Rockefeller Plaza, One Rockefeller Plaza 10th Floor, New York, NY 10020, USA. The route is approximately 2.5 km and includes 15 location-based puzzles.
How many accesses does our group need?
This classic quest sells access per device and player. Each person who wants to solve clues on their own phone needs their own access.

A THEMED NEW YORK CITY EXPERIENCE

A story-led route for fans of the theme

NYC: Madcap Manhattan: A Date with The Great Gatsby is for travelers or locals drawn to the quest’s book, film, legend or pop-culture hook who want to explore New York City through a themed mission. It is a fan-friendly city game, not an official affiliated tour unless the page says so.

The route starts at The Yale Club of New York and finishes at Rockefeller Plaza over 2.5 km, with 15 challenge locations. Typical duration: 150 min; 2.5 km walking route; 15 challenge locations

Choose this for a themed, self-guided mission. Choose a specialist guided tour when official commentary, live guiding or deep interpretation is more important. Playable languages: English.

Your next story starts outside.

Your next adventure is an app away.

Get the Questo app. Pick a quest, follow the clues and make the city your playground.

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