NYC: Madcap Manhattan: A Date with The Great Gatsby
4.254 Reviews12 people have played this questF. 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.
How many are playing?
Unlock · $12.99Live in New York City? The Annual Pass is how locals play · $79.99/yr. See the Annual Pass →
Places you will visit
15
It will take you
135-165 mins
You will walk
3290 steps
Total distance
2.5 km
What you'll actually do
Download the Questo app and unlock the quest. Walk to The Yale Club of New York whenever you like · no guide, no group, no time slot.
Solve 15 puzzles hidden in the streets around you. Each one you crack unlocks the next location.
Finish at 30 Rockefeller Plaza and see where you land on the New York City leaderboard.
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
Ratings and Reviews
4 ratings
Rashmin Umaretiya
Graeme Pugh
Hee-Yun Suh
İnci Analı
A note from Anne Holler
“Florencewalks -- four intimate walking tours of one of the world's most romantic cities -- was my first published book. The idea was to slow down, look around, and be curious. I write articles on art and, most recently, created an immersive walking tour with costumed actors popping up around the street corners of San Miguel de Allende, Mexico. I love providing the setting for a walker to become an actor in a theatrical scene where he or she experiences the surroundings in a fresh, exciting, new way.”
The mission: Your story in New York City
You’re Nick Carraway, native Midwesterner, Yale alumnus, and narrator of F. Scott Fitzgerald’s Great Gatsby. But it's now. The new Roaring Twenties.
Your cousin, Daisy Buchanan, is a hard-nosed investigative reporter who covets a scoop with former flame, Jay Gatsby.
Gatsby dabbles in "lost" antiquities, finds himself on Interpol’s Most Wanted List, and only lives to win back Daisy.
You’ve invited them both for lunch at The Yale Club.
What could go wrong?
Got your hip flask? Let the games begin!
Beat the best: Top New York City explorers
Good to know before you play
- No attractions ticket(s) required
- Some checkpoints may contain temporary construction work
Frequently asked questions
Is NYC: Madcap Manhattan: A Date with The Great Gatsby self-guided?
Where does NYC: Madcap Manhattan: A Date with The Great Gatsby start and finish?
How many accesses does our group need?
What language is NYC: Madcap Manhattan: A Date with The Great Gatsby available in?
Compare Questo vs. Guided Walking Tours
Flexibility
Regular Guided Tours
Fixed schedules & no pausing
Questo
Start, pause, and resume anytime
Privacy
Regular Guided Tours
Crowds of up to 30 strangers
Questo
Private experience for your group only
Pricing
Regular Guided Tours
$30–$60 (€23–€50) per person
Questo
Transparent pricing shown before checkout
Availability
Regular Guided Tours
Requires advance booking
Questo
Instant access 24/7/365
Experience
Regular Guided Tours
Passive listening to a guide
Questo
Active gamification; you solve the mystery
| Feature | Regular Guided Tours | Questo |
|---|---|---|
| Flexibility | Fixed schedules & no pausing | Start, pause, and resume anytime |
| Privacy | Crowds of up to 30 strangers | Private experience for your group only |
| Pricing | $30–$60 (€23–€50) per person | Transparent pricing shown before checkout |
| Availability | Requires advance booking | Instant access 24/7/365 |
| Experience | Passive listening to a guide | Active gamification; you solve the mystery |
Joined by 1,000,000+ explorers worldwide
Guided tour pricing: Comprehensive Economic Analysis of Guided Tour Pricing, EU and US markets, 2026. Standard 2–3 hour group walking tours.
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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.
