Most tours focus on the big names and obvious landmarks, but this one is different — I’m 18, a local, and I know the Upper West Side from the ground up. I’ll show you hidden gems, tell the stories behind the buildings, and give you insider insights you won’t find in guidebooks. From historic architecture to secret spots with fascinating pasts, this tour combines history, culture, and local flavor — all through the eyes of someone who actually walks these streets every day.
Designed by Frederick Law Olmsted and Calvert Vaux, Central Park is the “green heart” of Manhattan and one of the most visited urban parks in the world. Stretching over 840 acres, it was the first landscaped public park in the U.S. and remains an oasis of lakes, gardens, and winding paths. From Strawberry Fields to the Great Lawn, every corner has a story — making it as much a work of art as it is a park.
Once dubbed the “Palace for the People,” The Ansonia is a Beaux-Arts masterpiece with a colorful past. Originally built as a luxury residential hotel, it has seen everything from grand ballroom dances to secret speakeasies and even the infamous Continental Baths in the 1970s. With its turreted towers and elaborate details, the Ansonia remains one of the Upper West Side’s most dramatic landmarks.
One of New York’s most legendary apartment buildings, The Dakota is a masterpiece of Gilded Age architecture. Known for its ornate German Renaissance style, it has housed countless cultural icons, most famously John Lennon, who lived here with Yoko Ono. With its striking façade and fascinating history, The Dakota remains one of the city’s most exclusive addresses.
The twin-towered San Remo is one of the Upper West Side’s most recognizable landmarks, designed by famed architect Emery Roth. Its elegant blend of Art Deco and Renaissance Revival design has made it a home to celebrities from Rita Hayworth to Bono. The building’s iconic silhouette overlooking Central Park is a defining feature of the Manhattan skyline.
A striking example of Beaux-Arts architecture, The Athorp is a luxury apartment building that has long symbolized Upper West Side elegance. Its grand façade, ornate detailing, and stately presence make it a standout on Broadway, reflecting the neighborhood’s early 20th-century charm. Over the decades, it has housed prominent figures, adding to its aura of prestige and history.
Famed for its three majestic towers, The Beresford is one of the Upper West Side’s most iconic apartment buildings. Designed by Emery Roth, its elegant Beaux-Arts façade and luxurious apartments have attracted celebrities like Steve Martin and Glenn Close. Overlooking Central Park, the Beresford combines architectural grandeur with a rich cultural history, making it a standout landmark of Manhattan.
For a full refund, cancel at least 24 hours before the scheduled departure time.
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You can cancel up to 24 hours in advance of the experience for a full refund.
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