The Half Apple - Downtown - Real New York Tours from a Real New Yorker

Real New York Tours

Private Tours -> The Half Apple - Downtown

From Greenwich Village to Wall Street, this downtown tour will leave you yearning for more.

Sites include:

  • Greenwich Village
  • Washington Square Park
  • Soho
  • Little Italy
  • Chinatown
  • Wall Street
  • New World Trade Center Site
  • Optional Sites - Fraunces Tavern and the South Street Seaport


For years Greenwich Village has been home to bohemians, musicians, novelists, poets, play writers and the overall counter culture of New York City. A stroll down Grove Street is one of my favorite walks in New York City. The 19th century brownstones, the tree lined blocks and the old jazz clubs reminds you that New York City is not all skyscrapers and business offices. Sites can include: The Friend's TV show building, Marie's Crisis (The site of Thomas Pain's Death), Arthur's Tavern Jazz Club where Charlie Parker played, Emma Goldman's residence, Grove Court, Chumley's Restaurant, and other sites which reference Woody Allen, Rodney Dangerfield, Richard Pryor, Bette Midler, Hart Crane, O' Henry, Bob Dylan, Jimi Hendrix and much more.


As one stands in Washington Square Park amongst the hustle and bustle of New York University students running to classes, the hippies sitting in the grass playing Bob Dylan songs on their acoustic guitars, the chess players planning their next moves and the amazing street performers, it is hard to imagine that beneath your feet lies about 20,000 thousand burials from the yellow fever epidemics from the 18th and 19th century. A burial ground, a dueling and execution ground under British rule and the epicenter of the folk movement in the 1960's, Washington Square Park's history is as diverse as the people who hang out there. Sites can include: The Row Houses, Edith Wharton's home, Henry James Home, Will Smith's Home from "I am Legend," The Washington Memorial Arch, The Triangle Shirt Waist Factory, Scenes from " When Harry Met Sally," and much more.


From the industrial days of the rag trade industry, to an affordable artist community, and now one of the most expensive residential and shopping neighborhoods, Soho has seen it all. We'll explore the transformation of this neighborhood and it's collection of cast iron building that makes Soho so unique. Sites can include: The Haughwhout Building, The Old Police Headquarters, Heath Ledgers last home, and of course all the great shops and boutiques.


With the expansion of Chinatown, Little Italy has dwindled down to just a few blocks, but it's rich history and culture can still be discovered in New York City. Before the unification of southern Italy in 1861, Italians were forbidden to emigrate. In 1861 this all changed and Italians from southern Italy made the journey to the United States in search of work. This was one solution for the unemployment problem of the Italian government. Italians would come to United States to earn a living and send money back home to their suffering families. Some settled in New Jersey, Pennsylvania, California and Massachusetts, but thousands settled in lower Manhattan. Sites can include: The Stabile Bank, Church of the Transfiguration, Old Saint Patrick's Cathedral, Ferrara's, and much more.


Although the Chinese presence in New York can be traced back to 1784, it was the repeal of the Chinese Exclusion Act in 1943 and the reformation of the immigration laws in 1965 that opened the floodgates. Walking through Chinatown is the next best thing to visiting Beijing. The true sense of the term "cultural melting pot" can be experienced as you walk through Chinatown. Fresh fish flopping around on ice, live frogs in large plastic bins, the sounds of Mandarin and Cantonese conversations, will make you feel as if you have left the country. As well as experiencing the rich cultural traditions of the Chinese we will also take a peak into the dark underworld of Chinese gang life. Other sites include: The markets on Mott Street, The CCBA, Port Arthur's Restaurant, Pell Street, Joe's Shanghai, The Bloody Angle and more.


Wall Street has so much history that one could spend a whole day just touring this street itself. It was in 1653 that Peter Stuyvesant built his wall to keep out the encroaching English and the Indians. But since then Wall Street has been home to some of the most important moments in US history. From the swearing in of George Washington as our first president to the signing of the Buttonwood Agreement, which formed the New York Stock Exchange, Wall Streets rich history will transport you back in time. Sites can include: Federal Hall National Memorial, The New York Stock Exchange, The old Bank of Manhattan Building, Trinity Church, and much more.


No matter where you were, no one will forget the horrific tragedy of 911. Together we will share our stories and discuss the new plans for the site. We will also visit Saint Paul's Chapel, which was the base for the rescue workers during their heroic efforts to search for survivors and clear the debris. Sites can include: Saint Paul's Chapel, The World Financial Center, The Firemen's Memorial, and much more.


Fraunces Tavern and the South Street Seaport.

Length 3 hours
Start Time Recommended start time: 10:00am or 2:00pm

1 - 4 guests: $250 total

5 - 8 guests: $300 total

9 - 12 guests: $350 total

For larger groups email for price plan

Meeting Location This tour meets in front of a great old cigar shop in Greenwich Village called Village Cigars. It's located at 110 7th Avenue South on the corner of Christopher Street and 7th avenue, just a few blocks south of 14th street.

If you want to be dropped off back at your hotel after your tour please let your guide know at the beginning of the tour. Please know that this may cut into tour time so please advise your guide on what sites are most important to you. Otherwise your guide will assist you with directions to get back to your hotel.

Our tours are done by subway and walking so if you have any serious mobility issues please let us know ahead of time so we can discuss an itinerary and other options that are available to you.

Real New York Tours goes out in rain, snow or shine. We do have indoor options sites we can visit on bad weather days. This will lessen (not eliminate) the amount of outside time we spend in bad weather. Real New York Tours does reserve the option to cancel a tour if we think the weather could be hazardous. If you want to cancel your tour because of bad weather or for any other reason we require a 48 hour notice and you will not be charged. So please do keep a close watch on the weekly weather report.

Please note that we do our best to see all sites listed but itinerary is subject to change at the guide's discretion due to the pace of the group, weather or transit issues. If you have further questions about this please give us a call.