New York City: Prohibition Walking Tour – With Drinks

Discovering New York’s Underground Past: The Prohibition Walking Tour with Drinks

If you’re curious about the secretive, often scandalous side of New York City’s history, the Prohibition Walking Tour with Drinks promises an engaging peek into the city’s underground world. This tour offers more than just a stroll; it’s a chance to walk through the city’s oldest saloons, listen to stories of gangsters, bootleggers, and political corruption, all while enjoying a drink at each stop. It’s a mix of history, storytelling, and a dash of city charm that might just surprise you.

What really draws us to this experience is how it combines walking with storytelling—no stuffy museums or long lectures here. The inclusion of Prohibition-style cocktails or beers at each of the three historic saloons makes it feel like an authentic trip back in time. Plus, the guide’s knowledge and personable style really seem to elevate the tour. However, a small consideration is that the tour is only suitable for those 21 and over, which is standard for alcohol-focused experiences but something to keep in mind if you’re traveling with younger folks. This tour feels perfect for history buffs, curious travelers, or anyone wanting a different angle on NYC’s past.

Key Points

• Historical insight into New York’s Prohibition era and its infamous figures
• Enjoy three drinks included—either beers or Prohibition-style cocktails
• Visit three historic saloons with ties to organized crime and politics
• Learn from a knowledgeable guide who’s praised for their engaging storytelling
• Tour is 2 hours long, mostly walking through iconic neighborhoods
• Strictly 21+ and requires comfortable shoes and ID

You can check availability for your dates here:

An Honest Look at the Prohibition Walking Tour

If you’ve ever wanted to get a sense of what it was like during America’s Prohibition, this tour offers a compelling snapshot. The experience is set in New York’s most historic neighborhoods, and the main appeal is the chance to visit three of the city’s oldest and most iconic saloons. These aren’t just bars; they are landmarks that have seen gangsters, bootleggers, and political figures come and go, shaping the city’s underground lore.

The tour lasts around two hours, making it a manageable and engaging way to spend an afternoon or early evening. The guide, Earl, receives high praise for being knowledgeable and personable—”Very knowledgeable and personable” as one reviewer put it. Our impressions, based on reviews, suggest that guides like Earl can bring the stories to life, making history feel vivid and real.

What to Expect on the Tour

Starting at the Great Hall Cooper Union, your adventure begins with an introduction to the era’s backdrop. From there, the walk takes you through neighborhoods rich with stories of gangsters and corrupt politicians, especially linked to the infamous Tammany Hall. As you move from one historic saloon to the next, you’ll sip on the drinks included—either a beer or a cocktail reminiscent of the Prohibition days.

Each stop is carefully chosen for its historical importance and character. These saloons have hosted notorious figures and played a role in organized crime. The stories are lively—your guide will explain how speakeasies operated, how bootlegging was intertwined with city politics, and the way the city’s underground scene thrived in the shadows.

Visiting the Historic Saloons

The saloons are more than just drinking spots—they are pieces of living history. Visiting three of them gives you a sense of continuity and change in the city’s underworld. One of the reviews highlights how these venues “weren’t just places to drink—they were hubs for organized crime and corruption”. You’ll appreciate the atmosphere, which still hints at its storied past, with some venues hosting notorious criminals and political figures.

By the end of the tour, you’ll have a deeper appreciation for NYC’s gritty, edgy past, and the final stop at the legendary saloon is a fitting way to cap it off with a toast.

The Drinks and the Value

The price of $89 per person seems reasonable considering that you get three drinks—a beer or Prohibition-style cocktail at each of the stops. The drinks are included, which simplifies the experience and adds a layer of authenticity, as many of these places served certain drinks during the Prohibition era. Reviewers have remarked that the beverages, paired with the stories, make for an enjoyable experience.

While the cost might seem a little steep compared to a simple bar crawl, the inclusion of drinks and the guided storytelling justifies it for many. It’s also a chance to discover hidden gems you might not stumble upon on your own, and to learn about the city’s complex history from an expert.

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The Guide Makes a Difference

The standout feature of this tour is the guide’s storytelling ability. Multiple reviews mention guides like Earl, who make history come alive with anecdotes and context. One reviewer said, “Earl was fantastic! Very knowledgeable and personable. Would recommend this to everyone!” This level of engagement can turn a simple walk into a memorable experience.

Practical Considerations

A few things to keep in mind: the tour is strictly 21+, so it’s not suitable if you’re traveling with minors. You’ll want to wear comfortable shoes, as you’ll be walking through historic neighborhoods. Arriving 15 minutes early is recommended to check in and get settled. Also, the tour is offered in English, and cancellation is flexible with full refunds available if canceled 24 hours in advance.

Overall Impression: Is It Worth It?

Yes, if you’re interested in historical stories, speakeasies, and the Prohibition era, this tour is a well-rounded choice. The combination of educational storytelling, historic venues, and included drinks offers good value and a fun way to explore NYC’s past. The fact that guides like Earl are so highly praised suggests you’ll be in good hands.

That said, it’s not a tour for everyone—those who prefer a more active or family-friendly experience might want to look elsewhere, as it’s designed for adults and involves some walking. But for travelers craving an interactive, immersive experience with a side of city lore, this tour checks many boxes.

Final Thoughts

If you’re after a fun, informative, and drink-including tour that sheds light on New York’s Prohibition days, this walking experience can be quite rewarding. It’s ideal for history buffs, nightlife lovers, or anyone who appreciates a good story paired with a good drink. The knowledgeable guides and historic venues make it a memorable snippet of NYC’s layered past.

Just remember, it’s a 2-hour, 3-drink journey through history—not a club crawl or a sightseeing tour of iconic landmarks. It’s more about discovering stories and atmospheres that have shaped the city behind closed doors and smoky bars.

For the price and experience level, it’s a solid pick. Be sure to arrive early, wear comfortable shoes, and come ready for some captivating stories. Cheers to learning about New York’s underground history in style.

FAQ

Is this tour suitable for families or children?
No, this tour is only for those 21 and over due to the alcohol included. It’s designed specifically with adult guests in mind.

How long does the tour last?
The walking tour lasts approximately 2 hours, usually in the afternoon.

Are the drinks included in the price?
Yes, you get one drink per stop at three historic saloons—either a beer or a Prohibition-style cocktail.

What should I bring?
Comfortable shoes are recommended, as you’ll be walking, and an ID card to verify your age.

Where does the tour start?
It begins at the Great Hall Cooper Union, located at cooper.edu/about/great-hall.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund.

Is the tour available in other languages?
No, it’s currently offered in English.

Would this experience be good for someone interested in NYC’s criminal history?
Definitely. The tour includes stories about gangsters, bootleggers, and political figures, making it perfect for those interested in NYC’s underground past.

This walking tour offers a lively, authentic glimpse into a colorful chapter of New York City’s history. With engaging guides, historic venues, and drinks that evoke the Prohibition era, it’s a great choice for those looking to add a bit of storytelling to their city adventures.

You can check availability for your dates here: