NYC: Speakeasy Drinks and Prohibition History Tour

Imagine wandering through Midtown Manhattan, discovering secret bars once hidden from the law and the public. That’s exactly what you get with the NYC Speakeasy Drinks and Prohibition History Tour. Whether you’re a history buff, a cocktail enthusiast, or simply curious about New York’s clandestine past, this experience offers a lively, informative, and genuinely fun peek into the city’s roaring twenties and beyond.

What makes this tour particularly appealing is the combination of guided storytelling and top-quality cocktails in some of the city’s most historic and atmospheric venues. We especially like how the guides blend engaging history with a personal touch—making it feel like you’re exploring with a knowledgeable friend—and the chance to sample some of the best craft drinks in town. That said, it’s worth noting that this is primarily a walking tour, so expect to be on your feet for around three hours, and drinks are purchased separately at each stop. This tour is perfect for those who love history, enjoy social outings, and don’t mind a bit of walking.

Who should consider this experience?

This tour suits travelers who appreciate a good story, enjoy tasting expertly made cocktails, and want an authentic glimpse of NYC’s hidden nightlife from the Prohibition era. It’s also ideal for groups wanting a lively, social setting with plenty of opportunities to chat, learn, and indulge. If you’re after a relaxed way to see Midtown while indulging in some historical and boozy fun, this could be just what you’re looking for.

You can check availability for your dates here:

Key Points

• Authentic historic venues: Visit three different bars that each tell a part of NYC’s Prohibition story.
• Skip-the-line entry: Get quick access to hotspots without waiting.
• Engaging storytelling: Guides deliver lively stories about the Prohibition era, gangsters, and the city’s secret nightlife.
• Premium cocktails: Enjoy expertly crafted drinks, with prices ranging from $10 to $25, at each location.
• Walking tour: About 3 hours of moderate walking through Midtown Manhattan.
• Social experience: Meet fellow travelers and local enthusiasts in a friendly, relaxed setting.

Discovering the Spirit of NYC’s Prohibition

This tour offers a well-structured route through Midtown Manhattan, starting at 825 8th Ave, right outside One Worldwide Plaza. From the moment you meet your guide there—often outside the building, near a large American flag—you’re immediately immersed in the city’s layered history.

The First Stop: A Historic Bar with Gangster Roots

Your journey begins at a bar that dates back to the Prohibition, a venue with ties to notorious gangsters and bootleggers. Here, the atmosphere is evocative of the 1920s, with vintage decor and stories that practically hang in the air. We loved the way guides connect the decor and ambiance to real historical events. Reviewers mention that visiting these hidden gems really feels like stepping back in time—without the need for a time machine.

The Second Location: Catalyst of Prohibition

Next, you’ll visit a bar that shines a light on what sparked Prohibition itself. This spot explores the social movements and economic shifts of the Gilded Age, highlighting the role of women and figures like oil tycoons. Guides do a fantastic job weaving these stories into their narratives, making even the most complex history digestible and fun. As one reviewer put it, “Katherine was incredibly knowledgeable and engaging. We had a fantastic time learning about this fascinating era, all while enjoying delicious cocktails.”

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The Final Stop: Resurgence and Modern Speakeasies

Your last venue is a modern cocktail lounge that celebrates the adrenaline rush of nightlife’s comeback after Prohibition’s end. This spot blends history with contemporary mixology, making it a perfect capstone. Expect stories about the city’s vibrant revival of nightlife, along with inventive cocktails that showcase NYC’s current craft spirit scene. Many reviewers praise guides like Rori and Ariel, who bring energy, humor, and deep local knowledge.

The Experience in Detail

Duration and Pace
The three-hour tour is well-paced, with enough time at each bar to savor your drink and absorb the stories. Expect about 30-40 minutes per stop, with walking between venues taking roughly 10-15 minutes. The group size tends to be moderate, fostering a friendly atmosphere where you can ask questions.

Venue Selection
Each of the three venues is carefully chosen for its historical significance or unique ambiance. They range from classic dark wood speakeasies to more modern reinterpretations. One reviewer noted that each place “had their own character,” making the tour feel diverse and engaging.

Cost and Value
While drinks are not included, expect cocktails priced from $10 to $25. The perk here is access to top-tier mixologists and exclusive venues you might not find on your own. Many comments highlight the quality of drinks and the engaging stories that accompany each sip—adding value beyond just the cocktails.

Guides
Guide quality is consistently praised. We see comments like, “Ryan was a fantastic host, full of stories and personality,” and “Katherine was a superb guide, super engaging and knowledgeable.” It’s clear that the guides’ storytelling skills and enthusiasm significantly enhance the experience.

What to Expect on the Tour

Meeting Point and Logistics
You’ll meet outside 825 8th Ave, a well-marked location with a bike rack and visibility from the street. This central Midtown spot makes it easy for most travelers to access, and the short walk between venues keeps the energy lively.

Walking and Dress Code
Be prepared to walk at a moderate pace in some stylish attire. The tour isn’t strenuous but does involve about 15-minute walks between stops, so comfortable shoes are recommended. Participants need to show valid photo ID, especially for non-U.S. citizens, and be at least 21 years old—no exceptions allowed.

Dress and Behavior
Smart casual is fine; avoid sandals, flip-flops, ripped clothing, or large bags. The venues are stylish, and the dress code adds to the overall experience. Remember, you’ll be in some of the city’s best-hidden bars, so dress neatly.

Additional Costs
Expect to pay for your drinks as you go—most cocktails will cost between $18 and $25, with beers around $10-14. While this may seem pricey, many think the quality and historical context make it worth the splurge. Some reviews mention that the cocktails are “very interesting and tasty,” and guides happily recommend their favorites.

Authentic, Fun, and Educational

This experience hits a sweet spot between entertainment and education. The guides are praised for their enthusiasm and ability to tell stories that stick with you, making it more than just a bar crawl. You learn about the rise and fall of Prohibition, the role of women and immigrants during that era, and how NYC’s nightlife evolved.

Many reviewers enjoyed the social aspect—meeting interesting people from around the world, sharing drinks, and exchanging stories. One comment sums it nicely: “The group was fantastic—great energy, great people—and we even ended up grabbing more drinks afterward.” It’s an experience that fosters camaraderie, making it ideal for solo travelers, couples, or groups.

Overall Value and Who This Is For

The price point reflects the quality of the experience. You’re paying for access to exclusive venues, expert guides, and memorable stories. The fact that many reviews mention the guides’ knowledgeability, friendly demeanor, and entertaining storytelling suggests you’re getting more than just a night out—you’re gaining insights into NYC’s history and vibrant bar scene.

If you enjoy well-told stories, craft cocktails, and a lively social setting, this tour offers excellent value. The variety of venues and engaging guides ensure you’ll leave with a deeper understanding of Prohibition, combined with a fun night out in the city.

However, keep in mind the cost of drinks is separate and can add up. It’s wise to budget accordingly, especially if you plan to indulge in multiple cocktails. Also, the walking component might not suit anyone with mobility issues, so consider this if that’s a concern.

Final Thoughts

This speakeasy tour strikes a good balance of history, entertainment, and social fun. It offers a window into a secret world of NYC’s past, all while sampling some of the city’s best cocktails. It’s perfect for travelers who want a guided, immersive experience that’s both educational and lively.

The guides’ storytelling prowess, the selection of atmospheric venues, and the chance to taste expertly mixed drinks make this a memorable night. Whether you’re a solo traveler, part of a couple, or in a group, this tour will give you stories to tell and memories to cherish long after the night ends.

For those who love history, good drinks, and a bit of adventure, this experience is a smart choice in the heart of Manhattan. Just remember to pace yourself, budget for drinks, and dress sharp. Cheers to discovering NYC’s hidden past—one cocktail at a time.

FAQ

Are drinks included in the tour price?
No, drinks are purchased separately at each venue. Expect cocktails costing from $10 to $25, so budget accordingly to enjoy the full experience.

How long is the walking portion?
The tour involves about 3 hours of moderate walking through Midtown Manhattan, with visits to three different bars or speakeasies.

What is the dress code?
Smart casual attire is recommended. Avoid sandals, flip flops, and ripped clothing. Dress stylishly to match the vibe of the venues.

Is this tour suitable for non-U.S. citizens?
Participants need to show a valid photo ID or passport. The tour is only for those 21 and over.

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

How do I find the meeting point?
Meet outside the office building entrance at 825 8th Ave, between 49th and 50th Streets. Look for a large American flag and the nearby Carnegie Diner.

Is the tour family-friendly?
No, it’s designed for adults 21 and over due to alcohol consumption and the nature of the venues.

In the end, this NYC speakeasy tour offers a lively, informative, and uniquely immersive way to explore the city’s hidden nightlife and history. It’s a social adventure that pairs storytelling with top-tier cocktails, perfect for those wanting a memorable night in the Big Apple.

You can check availability for your dates here: More Great Tours Nearby