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Step into one of New York City’s most storied neighborhoods with Tommy’s New York’s Chinatown Historic District Tour, an immersive 90-minute walking experience that reveals the rich history, vibrant culture, and enduring spirit of Chinatown. Wander through bustling streets lined with colorful markets, century-old temples, hidden courtyards, and family-owned shops that have stood the test of time. Along the way, your local guide shares fascinating tales of immigration, resilience, and transformation — stories of the men and women who helped shape this remarkable community from the 1800s to today. Discover how Chinatown grew from a small enclave into one of the most recognized cultural districts in the world. From traditional architecture and iconic landmarks to local art and cuisine, this tour offers an authentic glimpse into a neighborhood that continues to thrive while preserving its heritage. Perfect for visitors and locals alike, this is the Chinatown you’ve never truly seen before.

If you love New York City history or just want to take a deep dive into one of Manhattan’s most storied neighborhoods, you shouldn’t miss this guided tour of Little Italy.  You’ll leave with a warm sense of nostalgia, as you walk the very lanes and avenues where so many American dreams were born.

This tour begins at the Chinatown Little Italy Information Kiosk on the corner of Baxter and Canal streets and will encompass the entire northern portion of Historic Little Italy all the way up to Houston Street and back.  Learn about the very first American Catholic Church built specifically for the Italian American community, pay tribute to the haunts of the very first Italian American Police Sargeant Joseph Petrosino.  See the streets where famed film producer/director Martin Scorsese grew up.  Meet the neighborhood as we pay homage to all the Italian owned establishments.  See locations of many famous films and tv shows. Don’t be surprised if your tour is taking place during filming of new productions.

Join us on a journey through over four centuries as we walk down New York City’s oldest street! Originally a Native American footpath and Dutch farm road, site of the first free African American homesteads, and Washington’s triumphal march route during the British evacuation, it was the lower stretch of the Boston Post Road, one of America’s first highways. It witnessed 19th  century gang wars, the bloody Astor Place Riot, and the anti-slavery speech at Cooper Union that propelled Lincoln to the presidency. Though landed gentry like the Delanceys settled here, it soon became the working-class main street for sailors, shopgirls, gangs, gays, sporting men, and waves of immigrant Irish, Italians, Germans, Jewish, and Chinese. NYC’s first entertainment district, it has seminal links to tap dance, vaudeville, Yiddish theater, Houdini, Stephen Foster, Irving Berlin, Mae West, modern tattooing, Abstract Expressionism, Beat literature, improvisational jazz and punk rock. Comparing it to the more upscale Broadway, Walt Whitman found it “more democratic, with a broader, jauntier swing.” Though it declined in the 1900s, when flop houses and dive bars proliferated, it nonetheless became home to affordable jewelry, lighting, and restaurant supply stores, and a live-work home for artists like Mark Rothko, Maya Lin, William Burroughs, Robert Frank, Nan Goldin and Debbie Harry.

Take this immersive journey into the gritty underworld of 19th-century Manhattan. This tour delves into the notorious Five Points neighborhood, and the 1st through 6th Wards, a melting pot of immigrants and the birthplace of America’s most infamous gangs. We will recount tales of gang leaders like Bill the Butcher and Boss Tweed, the corrupt politician. You’ll explore historic landmarks such as the site of the Old Brewery,  and the remnants of the Tombs prison. You’ll also see where the Ancient Order of Hibernians were founded. We will not only unveil the dark history of gang violence and political corruption but also provide a captivating glimpse into the social struggles and resilience of New York’s early inhabitants. A compelling way to experience the city’s turbulent past.

This 90 minutes tour will cover aproximately 2 miles of walking, so bring comfortable shoes.  Check the weather report and dress accordingly.  This tour operates rain or shine unless the weather is severe. Your tour guide might be dressed in 1800’s era clothing so we encourage you to dress up as your favorite early 19th Century  New York City  Gang Member or River Pirate.  There will be plenty of great photo ops during the walk.  We will begin on the corner of Mulberry and Worth Streets one block from the Five Points intersection.   Heading southbound we will stop on Hibernian Way, the South Street Seaport and Wall Street.  The tour will end on Stone Street and Coenties Slip where you will have your pick of the many Pubs, Restaurants and Bars.