Skip to primary navigation Skip to content Skip to footer

Private Flatiron Architectural Marvels Tour

Quick Details

2 Hour Private Walking Tour
3 Hour Private Walking Tour
4 Hour Private Walking Tour
5 Hour Private Walking Tour
6 Hour Private Walking Tour
7 Hour Private Walking Tour
8 Hour Private Walking Tour

graphical user interface, text, application

A private tour with WeVenture NYC is always a completely custom itinerary, created just for you and your group! A private city walking tour of New York City can be from 2 hours – 8 hours, depending on the destination. While many visitors to New York have specific sites they would like to see, many are happy to let our team create a custom itinerary that fits their interests, budget, mobility, and timeline. Typically, tours spend most of their time in and around the five boroughs of New York City, but we welcome any ideas for your dream tour.

No two groups are alike and we will plan a trip tailored to your group’s interests, budget, and needs. Below are some sample itineraries to use as inspiration for your perfect tour:

Highlights Tour: The Flatiron District is home to some of New York City’s most architecturally fascinating buildings and spaces. On our 2-3–hour walking tour of the area, you’ll get an appreciation of the emergence of some of the most important architectural structures in the city along with a history on the rise, literally and figuratively, of skyscrapers.

We’ll make sure to stop before the district’s namesake building, the iconic, wedge-shaped Flatiron Building. Hear about the history behind the building as well as that of other nearby notable skyscrapers first to grace the New York skyline, including MetLife Building and Metropolitan Life North Building. 

Enjoy a leisurely stroll around Madison Square Park as your local guide regals you with stories of this upper-echelon New York neighborhood.


Half-Day Tour: Our half-day option (4-5 hours) gives us the chance to really dig deep into the Flatiron District’s history and explore more of its architectural masterpieces. 

With our extra time, we’ll delight the foodies in the group with a stop at the famed Italian market Eataly as well as the original Shake Shack. Try out Italian-, deli-, and NYC bakery-style foods and learn from your local guide how these culinary institutions made the area a hotspot for great local foods.


Full-Day Tour: Make the most out of your visit and enjoy a full day (up to 8 hours) with us sightseeing and eating with a stop at some of your guide’s favorite speakeasies!

Sip on a Prohibition cocktail or two (or three) as you hear about the emergence of city speakeasies in the 1920s and the more recent growth of speakeasy-style bars in modern-day Manhattan. 

From here, your guide will have plenty of recommendations on where to eat, drink, and explore in the city.