
Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests)
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
4.4/5
Based on 8 traveler reviews. Ratings and reviews provided by Viator and Tripadvisor.
Quick answer
Is Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) worth booking?
Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) is a 2-hour experience in New York, United States, from $320 per person. It scores 49 out of 100 on the Outty Ranking, which we label “Worth a Look”, based on a 4.4/5 rating across 8 reviews. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 49 / 100
- Rating
- 4.4/5 (8)
- Duration
- 2 hours
- From
- $320 per person
Discover the perfect mix of food, fun, and family-friendly adventure as you stroll from Madison Square Park to Union Square. This activity-packed walking tour serves up delicious bites, hands-on stops, and NYC stories th
What you get
About this experience
Discover the perfect mix of food, fun, and family-friendly adventure as you stroll from Madison Square Park to Union Square. This activity-packed walking tour serves up delicious bites, hands-on stops, and NYC stories that delight kids and adults alike from the Statue of Liberty’s missing torch arm to sprinkle pools and optical illusions. Highlights: • Learn the history of Madison Square Park and the Flatiron Building • Explore Italian treats at Eataly • Experience the wonder of the LEGO Store * Walk the historic fashion alley of Broadway * Be amazed by the chocolate waterfall * Visit Union Square’s food market (when available), playground, and local gems * Round out the adventure with ice cream or sweets
What's included
Included
- Snacks
- Licensed guide for kid-friendly historic walking tour of Flatiron District to Union Square
- Visit to the Union Square Playground (when appropriate)
Not included
- Lunch
What you'll see and do
Madison Square Park
Walk through the park
Pass by without stopping
Eataly
Tastings
30 minutes here
Flatiron Building
Historic NYC architecture
Pass by without stopping
Union Square
Visit the outdoor food stands and gourmet bakery
Pass by without stopping
Empire State Building
A great view of the Empire State Building looking up from the South.
Pass by without stopping
The LEGO Store
Incredible artwork and creativity visible from the Street.
Pass by without stopping
Where it starts and ends
Meeting point
New York
Meet outside the entrance to the Harry Potter Shop on the Broadway side of the building near 22nd Street.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Returns to the starting point
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Telltale Tours
Know before you go
- Wheelchair accessible
- Infants and small children can ride in a pram or stroller
- Service animals allowed
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Transportation options are wheelchair accessible
- All areas and surfaces are wheelchair accessible
- Travelers should have at least a moderate level of physical fitness
Photos






What travelers are saying
Outty’s summary of the themes that recur across 8 traveler reviews. Written by us, not quoted from reviewers.
Knowledge and storytelling
5 mentionsReviewers describe the commentary as informative rather than scripted.
Food and drink
5 mentionsThe tastings and food stops are a highlight for most reviewers.
The guide
4 mentionsTravelers single out the guide as the reason the experience works.
Traveler reviews
8 verified traveler reviews for Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests). Ratings and reviews provided by Viator and Tripadvisor.
So much great food!
Our tour guide really made the experience what it was! Save your appetite, you will eat a lot! Great Experience!
via Viator
Disappointing
Booked a month in advance only to be informed the day before tour was scheduled as I am at the airport that “due to unforeseen circumstances” the tour was canceled. I think that’s tour company talk for nobody else signed up for the tour. In Singapore I did two wonderful tours, one where I was the only guest and another where there was one other solo traveler. They didn’t cancel, and they got positive feedback.
Response from the operator: We were disappointed as well. However, sometimes events out of our control impact the tour. In such instances we inform customers immediately and refund..It does not happen frequently. The rating and commentary seem out of place.
via Tripadvisor
Fantastic
Great tour. Several fantastic sites and a great history tour in between. Learned many new lessons on New York history and had a great time. My favorite was the Oscar Wilde. Great music, drink, and food.
via Tripadvisor
Tour
Was a great tour. Entertaining and knowledgeable. We had much fun. The guid was super friendly. Would definitely recommend.
via Tripadvisor
Excellent guide loved it!!
Ou tour guide Rory was very knowledgeable and we had great food! Would recommend this to anyone visiting NYC!!
via Viator
Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 3
- Verdict
- Worth a Look
Why this scores 49
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests): questions travelers ask
Practical detail on this experience, plus the wider planning questions for New York.
How much does Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) cost?
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Prices start at $320 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in New York usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in New York is not rushed.
Is Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) worth it?
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It holds an Outty Ranking of 49 out of 100, which we label "Worth a Look". That score blends traveler sentiment (4.4/5 across 8 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable most popular in New York, and how flexible the cancellation terms are.
Can I cancel or reschedule Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests)?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests)?
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Around 3 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in New York can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in New York and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does Pizza, Chocolate + City Fun: Private Family Tour (up to 8 guests) start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central New York within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in New York?
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New York has more bookable experiences than any other city on Outty, and the quality spread is brutal. Observation decks are commoditised, so we score them on timed-entry reliability and sunset slots. Food tours and borough walks are where the ranking really separates operators, and the top scores in the city all come from small-group guides. On Outty we rank every New York experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include Grand Canyon VIP Helicopter Tour, Half-Day Bus Tour of NYC Top Highlights, NYC Bus Tour of Brooklyn, Bronx, Queens: Art, Food & Sports. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit New York?
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September to early November, and late April through June. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in New York?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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