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Discover Manhattan’s Little Italy and Nolita on a 2.5-hour prohibition-themed pub crawl featuring historic speakeasies, craft cocktails, and gangster stories.

The Little Italy Prohibition Pub Crawl offers a unique look at Manhattan’s historic neighborhoods with a focus on the era of alcohol prohibition. Priced at $64 per person, this 2.5-hour guided experience takes place in New York City, starting from Lt. Petrosino Square and ending at Centre Market Place. The tour is designed for small groups, with a maximum of 10 travelers, providing a relaxed, personal atmosphere.
This tour appeals to those interested in gangster lore, historic bars, and local neighborhoods. While it includes visits to authentic speakeasies, it does not include free beverages; drinks are available for purchase at each stop. The guided narration emphasizes prohibition stories and the legacy of mobsters, making it ideal for history lovers rather than party-focused groups.
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The tour departs from Lt. Petrosino Square, a convenient starting point in Lower Manhattan. From there, the guide leads you into the historic Nolita and Little Italy neighborhoods, which today feature a mix of shops, restaurants, and churches alongside several pubs. The walk allows for a casual exploration of the area’s modern-day boundaries and significance.
Participants have the chance to see how these neighborhoods have evolved from their prohibition-era roots, with the guide explaining the transformation of old speakeasies into current bars. The pace is relaxed, making it manageable for all fitness levels and providing ample opportunity for photos and conversations.

The tour’s second stop takes you onto Mulberry Street, the heart of Little Italy, where you’ll see the restaurants and shops that continue to attract travelers. The guide highlights the area’s lively atmosphere, emphasizing its continued status as a popular destination in Manhattan.
In Nolita, the tour explores churches, historic sites, and modern eateries, illustrating the neighborhood’s blend of old and new. The walk through these areas gives a broad sense of local culture, architecture, and community, making it an engaging experience beyond just the bars.
The core of the tour focuses on visits to four genuine speakeasies that have persisted since the prohibition era. Unlike typical bar tours, these venues are still operating today, offering an authentic glimpse into the clandestine drinking culture of the 1920s.
Two of these pubs feature bartenders with attitude and stories about the past, adding to the immersive feeling. One stop is known for serving good pizza, making it a nice break from the drinking focus. The last speakeasy gained fame from its appearance in the TV series Sex and the City, adding a touch of pop culture to the experience.

While admission tickets include entry to the four speakeasies, alcoholic beverages are not included in the price. Visitors should be prepared to purchase drinks separately at each venue. The tour does not include food or drinks unless explicitly stated, so it’s a good idea to come prepared for that.
The guide provides interesting stories and historical context about each bar, making each purchase more meaningful. Participants who enjoy craft cocktails and local drinks will find plenty of options, but those hoping for free drinks should adjust their expectations.
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Although specific guide names are not given, reviews indicate that guides do a good job explaining the prohibition era and gangster stories. The focus is on history and storytelling, with some stops featuring attitude-filled bartenders sharing anecdotes. The pace allows for relaxed conversation and ample time at each pub.
The tour is suitable for most people, with smart casual attire recommended. It operates in all weather conditions, so dressing appropriately for the forecast is advised.
The meeting point is Lt. Petrosino Square at Lafayette Street and Cleveland Place, easy to reach via public transportation. The tour starts at noon and ends by 1 p.m. in Centre Market Place, both in central Manhattan.
Because the tour is limited to 10 participants, there’s room for personal interaction and questions. It’s designed to provide a more intimate experience, ideal for those who prefer small-group outings over large tours.
This prohibition pub crawl suits history enthusiasts, fans of gangster stories, and those curious about vintage New York. It’s best for travelers who don’t mind paying for drinks and enjoy learning through storytelling rather than just visiting sights. The relaxed pace and small group size make it accessible for most and especially appealing to those looking for an in-depth look at local history.
A key point is that no beverages are included in the ticket price, so expect to pay at each pub. The tour does not focus heavily on gangster lore, with some reviews noting it’s somewhat light on stories but highlights authentic speakeasies and neighborhood sights. The non-refundable booking policy also means travelers should be sure of their plans before booking.
This tour offers a unique chance to explore the historic neighborhoods of Little Italy and Nolita while visiting actual speakeasies that are still in operation. Its emphasis on prohibition history, gangster stories, and authentic bars makes it a distinctive experience in Manhattan.
While not focused on free drinks or heavy storytelling, the small-group setting and central locations make it a manageable and engaging choice for those interested in local history and vintage cocktail culture. It’s best suited for curious explorers and history buffs who appreciate a relaxed pace and authentic venues.
“We went on this tour more interested in the mob and gangster elements than the pub crawl as we werent really up for drinking at 10am in the morning…”
Are drinks included in the tour price?
No, alcoholic drinks are not included and are available for purchase at each speakeasy.
How long does the tour last?
The tour runs for approximately 2 hours and 30 minutes.
Where does the tour start and end?
It begins at Lt. Petrosino Square and ends at Centre Market Place in New York City.
Is the tour suitable for all weather?
Yes, the tour operates in all weather conditions, so dress accordingly.
What should I wear?
A smart casual dress code is recommended.
How many people are in each group?
The maximum group size is 10 travelers, ensuring a personalized experience.
Do I need to book in advance?
Yes, most bookings are made about 21 days in advance.
Can I join if I don’t drink alcohol?
Yes, this tour is still interesting if you prefer not to drink, as it emphasizes history and neighborhood sights.
What is the main focus of this tour?
The tour highlights historical speakeasies, gangster stories, and neighborhood exploration.
Is this tour good for those interested in gangster lore?
Yes, it provides stories about mobsters and bootlegging, though some reviews suggest it’s light on gangster details.
How do I make sure I can join?
Pre-book through the provider, Urban Village Tours, for the best chance to secure your spot.