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New York City

in Person


wtc in valley.jpeg

Historic NYC: from Trade Outpost to Trade Center

For the first 200 years, the city was confined to the bottom of the island and is densely packed with history. Explore the narrow streets of Lower Manhattan, laid out by the Dutch in the early 17th century. Visit the oldest public space in the city, the site of the nation's first presidential inauguration, the home of the country's financial engine, and the graves of several famous Americans at the newly reopened Trinity Church. Conclude the tour at the 9/11 Memorial and the brand new World Trade Center.

gct eggs

Hidden Surprises

in the Icons

of Midtown

Tour some of New York's most famous buildings and discover details and stories hidden inside. Visit Grand Central Terminal, the New York Public Library, St. Patrick's Cathedral, Rockefeller Center, and Times Square.

Little Island! 

After years of planning and construction, New York's newest park and performance venue, Little Island, has opened to the public. Developing the audio tours for the project, I started visiting the pier in September of 2020 when the trees were still being lifted in place by cranes and the island was a concrete and geofoam construction site. I would love to guide you through this beautiful gift to the city, share pictures and stories, and take in the views. Our tour can also include the nearby High Line, Chelsea Market and Hudson Yards.

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 Morningside Heights: American Acropolis

Beginning in the 1890s, several institutions began building atop Morningside Heights with the hopes of jointly becoming a beacon of light to the city and nation. Visit Columbia University, the city's oldest college; the Cathedral of St. John the Divine, America's largest church; Riverside Church, America's tallest church; and the elaborate mausoleum known as Grant's Tomb.



Greenwich Village/SoHo

Brooklyn Heights/DUMBO

Central Park


Little Island/Meatpacking District/Chelsea

Washington Heights

Lower East Side/Little Italy/Chinatown

Upper West Side/Upper East Side


Revolutionary War NY

Literary New York

New York Theater

Stonewall and LGBTQ New York

Contemporary Architecture

Orientation Tour

Monuments and Memorials


Brooklyn Bridge

Central Park Hike

Walk up Broadway

Crossing the Island

The Hills of Washington Heights

High Line

Williamsburg or Manhattan Bridge


Customized Treasure Hunt

Food Tour


Bike Tour


Private Vehicle Tour


Chase Your Runner

(Marathon Day)


Holiday Lights Tour


Photo Tour


Shopping Tour





Luigi Dato

General Manager

PRA New York

There is NO kind of client I wouldn’t recommend for Robert. In my 20 years in the industry I have never met a more knowledgeable and versatile tour guide.

His enthusiasm and passion is contagious and you can’t help but stay engaged and hang on every word!

Mitch Bach

Co-Founder of TripSchool

I don’t think I’ve ever seen a guide more in my life able to comprehensively and encyclopedically understand a city but then distill it into a way of experiencing it that feels 100% customized to his audience.  

And I’ve never met somebody better at making an emotional connection and really making an impact on customers’ lives in a way that is tailored to each person because of what he knows.

Sarah Gippin

Market Executive Director

Hello New York

If tour guiding can be considered an art, then Robert Westfield would certainly be a master. He transforms a participant’s experience with his extensive knowledge, humor, and keen sense of his group’s interests.  

His expertise is at the highest level, and he shares what he knows with an energy that inspires and makes you crave his company.  

A New York day with Robert is not soon forgotten. 

New York City
New York City

Steve St. Clair, Teacher, Rome, GA

Robert makes you feel like you're an old friend who is there giving you his best tour of the city he loves. No matter how many times he takes groups to the same places, Robert still makes it looks like it's the first time discovering  it.

Peter Flynn & Andréa Burns

"Local Theater Folk"

Touring New York’s hidden secrets and places with Robert is like having Willy Wonka personally escort you through his chocolate factory.  Walking through our town with Robert makes us both grateful to live here and even more proud to be bonafide New Yorkers.

Roland Resendez, Teacher, Paradise, CA

He showed us things no one else has in twenty years. Just when I thought there was no better way to see New York, Robert showed us some.

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