Little Italy Prohibition Pub Crawl

Exploring the Little Italy Prohibition Pub Crawl: An Authentic Peek into Manhattan’s Past

If you’re after an experience that blends history, local flavor, and a dash of the rebellious spirit of the Roaring Twenties, the Little Italy Prohibition Pub Crawl offers a compact slice of New York City’s vibrant past. Priced at $64 per person, this 2.5-hour tour takes you through the bustling streets of Nolita and Little Italy, with stops at bars that once served as clandestine speakeasies during Prohibition. Led by knowledgeable guides, the tour is scheduled to start at noon, making it an ideal midday activity for those wanting a taste of history combined with some casual drinks (own expense).

Two things we genuinely like about this experience are the chance to visit actual speakeasies still in operation—a rare find in today’s city—and the opportunity to explore both historic and modern neighborhoods. The small group size, capped at 10 people, ensures a more personal and relaxed atmosphere, perfect for those who prefer a more intimate look at New York’s storied past.

One possible consideration is that beverages are not included in the ticket price, so you’ll need to budget additional funds if you want to sample the craft cocktails or grab a bite at the venues. Also, since the tour covers both history and current-day hotspots, it’s best suited for travelers interested in storytelling and local flavor rather than just casual drinking.

This tour is perfect for history buffs, curious wanderers, and those who love uncovering hidden stories behind popular neighborhoods. If you’re keen on authentic experiences that highlight Prohibition-era legends while exploring charming streets, this could be a fun and memorable way to spend an afternoon.

Key Points

• Authentic Speakeasies: Visit bars that started as secret alcohol dens during Prohibition and are still in business today.
• Neighborhood Highlights: Explore both Nolita and Little Italy, soaking in their distinctive atmospheres and sights.
• Historical Stories: Learn about gangsters and bootlegging in the 1920s from knowledgeable guides.
• Personalized Experience: Small group size (up to 10) ensures a relaxed, engaging tour.
• No Drinks Included: Expect to purchase beverages separately at each stop.
• Ideal for History & Food Lovers: Perfect if you enjoy authentic stories, local ambiance, and a touch of old NYC glamour.

A Close Look at the Tour Itself

Starting in Nolita

The tour kicks off in Lafayette Square, a central and easy-to-find meeting point. From there, you’ll wander into Nolita, a neighborhood that combines historical charm with a modern, trendy vibe. We loved the way the tour guides incorporate stories about the area’s evolution, from its immigrant roots to its current reputation as a boutique shopping and dining district.

During the first hour, you’ll stroll past shops, churches, and restaurants, getting a feel for how this neighborhood has evolved over the decades. The guide’s commentary helps you appreciate the layers of history wrapped into its streets, especially how some of the pubs and buildings date back to the Prohibition era.

Moving into Little Italy

Next, you’ll head onto Mulberry Street, the heart of the traditional Little Italy. Here, the tour offers a snapshot of what the neighborhood is today—travelers, pizzerias, and lively cafes line the sidewalks. This part of the tour is a good time to take photos and soak in the vibrant atmosphere. One reviewer mentioned that this section gives a solid sense of why Little Italy remains a popular destination for visitors craving Italian food and culture.

Visiting Historic Speakeasies

The highlight for many is the visit to actual speakeasies, still operating just as they did nearly a century ago. These bars, which have survived the decades, are a rare glimpse into clandestine drinking rooms, some with “attitude,” as one reviewer put it, and others famous for their connection to pop culture, like the one made famous by Sex and the City.

You’ll visit up to four bars, where you can purchase drinks (none are included in the price). The tour guide shares inside stories about gangster legends, bootlegging, and the secretive atmosphere that once defined these hidden venues. We appreciated the way the guide balanced historical facts with anecdotes, making the experience both educational and entertaining.

What the Tour Is Not

While the experience offers a fascinating look at the gangster era and local history, it’s worth noting that the tour doesn’t include any drinks or food, so you’ll want to budget extra for beverages or snacks at each stop. As one reviewer noted, “NO beverages/food are included in the price,” which is important to consider if you’re expecting a full bar crawl with all expenses covered.

The pace is relaxed, making it suitable for those who want to take their time exploring and listening rather than rushing through. The tour operates rain or shine, so dress appropriately, especially if the weather turns damp or cold.

The Experience from the Traveler’s Perspective

One reviewer mentioned that they went on this tour more interested in the mob and gangster stories than the pub crawl itself, highlighting that the historical content is engaging. Another noted that the visit to four genuine speakeasies was a highlight, especially with bartenders sharing stories and attitudes that add character to each venue.

The small group size really stands out as a major plus—it’s easier to ask questions and get a more tailored experience. However, some might find that the tour is somewhat light on gangster stories, focusing more on current bars and neighborhood sights.

Pricing-wise, at $64, the tour offers a decent value for those interested in history, neighborhood exploration, and a glimpse into a hidden aspect of NYC’s past. Remember, the price doesn’t include drinks, which could add up if you decide to indulge at each stop.

Who Should Consider This Tour?

This experience is best suited for travelers who enjoy history, especially the lore of Prohibition, gangster legends, and hidden bars. It’s also great for those wanting a casual, personalized tour with fewer people, allowing for relaxed conversations. If your main goal is to sample drinks, you’ll need to plan for additional expenses, but if you love stories and authentic atmospheres, this tour hits the mark.

If you’re after delicious food and tapas—a common highlight in other tours—you might find this tour more focused on storytelling and neighborhood sights. Still, the visit to historic speakeasies adds a unique flavor that you’ll struggle to find elsewhere.

Final Thoughts: Is It Worth It?

For a modest price, this tour offers a unique window into New York’s Prohibition past, combined with exploring two of Manhattan’s most iconic neighborhoods. The combination of history, local ambiance, and authentic speakeasies makes it a worthwhile experience, especially if you’re interested in the underworld legends, secret bars, and the evolution of Little Italy.

However, if your priority is free-flowing drinks or a more food-centered experience, you might want to look elsewhere or supplement this tour with other activities. The small-group format ensures a more personal, engaging atmosphere, making it perfect for curious travelers who enjoy storytelling and exploring on foot.

In all, this tour offers a decent balance of history and neighborhood charm at a fair price, with the caveat that you’ll be paying extra for drinks. It’s best suited for those who want an authentic peek into the past while wandering lively streets that have retained their character through the decades.

FAQ

Are beverages included in the tour?
No, beverages are not included. You will need to purchase drinks at each bar individually.

Where does the tour start and end?
It begins at Lt. Petrosino Square near Lafayette Street and concludes at Centre Market Place.

How long does the tour last?
The tour lasts approximately 2 hours and 30 minutes.

Is this tour suitable in bad weather?
Yes, the tour operates rain or shine, so dress appropriately for the weather.

What is the group size?
The tour is limited to a maximum of 10 travelers, ensuring a more personalized experience.

Is the tour accessible for service animals?
Yes, service animals are allowed.

What should I wear?
Smart casual attire is recommended.

Are children allowed?
Most travelers can participate, but it’s best for adults interested in history and local culture.

Can I bring food with me?
The tour does not include food, but you are free to bring snacks if you like.

Can I cancel or reschedule?
This experience is non-refundable and cannot be changed for any reason.

Final Words

This small but lively tour offers more than just a drinking route; it’s a walk through the hidden corners of NYC’s history. Whether you’re a history buff, a curious traveler, or simply want to see where New York’s past meets its present, you’ll enjoy the stories, the atmosphere, and the chance to step into some of the city’s most storied bars. Just remember to budget for drinks, bring your curiosity, and dress for the weather—and you’ll have a memorable afternoon exploring the roots of America’s most famous city.