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Discover NYC’s hidden speakeasies and Prohibition stories on this engaging 3-hour walking tour with expert guides and historic bars.
If you’re curious about how New Yorkers kept the party alive during Prohibition or want to sip cocktails in some of the city’s most legendary bars, this speakeasy drinks and Prohibition history tour promises an engaging glimpse into a rebellious chapter of New York City’s past. Designed for those who love a mix of history, authentic atmosphere, and a bit of nightlife, this experience offers a stroll through times when alcohol was illegal, but the city’s spirit was never dampened.
What we love about this tour is how it combines storytelling from knowledgeable guides with visits to three historic bars, each with its own unique charm. You’ll get a real sense of what it was like to be in a hidden drinking spot during the Roaring Twenties. Plus, the tour’s flexible start times and the chance to purchase your own drinks at each stop add to its appeal.
One possible consideration is that some of the venues may lean more toward being bars than true speakeasies, which might disappoint those expecting secret underground tunnels and ultra-hidden spots. Nevertheless, the atmosphere and stories make up for it. This tour is ideal for history buffs, nightlife lovers, or anyone wanting a lively, educational night out in Midtown Manhattan.
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This walking tour is a well-organized way to explore Midtown Manhattan’s vibrant history of bootlegging, underground bars, and the Gilded Age elite who enjoyed clandestine drinks. For $36 a person, you’re paying for a package that combines storytelling, access, and the chance to taste some classic cocktails, all within a three-hour window. It’s important to remember this isn’t just about drinking — it’s about understanding how New York’s rebellious spirit persisted in the face of legal restrictions.
The tour begins at 825 8th Avenue, a central location near major transit options. With a mobile ticket, you don’t need to worry about printing anything; just show up, and your guide will be ready to take you on a journey back in time. The maximum group size is 16, which helps keep the experience intimate and engaging. You can select from several start times, allowing you to fit this tour into your sightseeing schedule easily.
First Stop: NYC’s Most Famous Nightclub
While not explicitly called a speakeasy, this venue’s historical significance makes it worth the visit. It sets the tone for the tour with its lively atmosphere and storied past. Here, you’ll get a sense of NYC’s entertainment scene during the early 20th century.
Second Stop: Walk through Times Square
Your guide takes you through the bustling, neon-lit streets of Times Square, which was once a gritty, lively hub for nightlife, including illegal bars. This walk helps you understand how the city’s entertainment and illicit drinking culture intertwined during Prohibition.
Third Stop: Historic Neighborhoods and Broadway
The tour shifts into some of NYC’s most culturally rich areas, giving you a sense of the city’s lively neighborhoods that thrived despite prohibition. Expect fascinating stories about the local figures, bootleggers, and characters who kept the party going.
Final Stop: The Broadway Theater District
You’ll visit a historic theater district where glamour and rebellion collided. The stories shared here reveal how the entertainment industry both catered to and was influenced by the nightlife of the era.
Each of the three venues offers a different ambiance — from classic pubs to hidden gems. Although drinks are not included in the tour price, you’ll have the opportunity to purchase cocktails at each stop, allowing you to enjoy a drink in a historic setting without feeling pressured. Multiple reviews highlight that the drinks are strong and well-made, adding to the authentic experience. One reviewer noted, “The drinks were strong too, which was a plus,” reinforcing that this isn’t a watered-down tour.
Reviews consistently praise the guides for their knowledge and engaging storytelling. One reviewer called Katherine “an amazing tour guide,” blending fun with education, and another appreciated Walter’s entertaining anecdotes. The guides’ insights bring the history alive, connecting the architecture, local lore, and cultural shifts of the Prohibition era. This storytelling enhances the authenticity, making history feel personal and tangible.
At $36, the tour offers significant value. You’re getting a guided experience, preferred entry, and the chance to explore several legendary venues that would be difficult to find on your own. The reviews reflect high satisfaction, with comments like “worth every penny” and “highly recommend,” emphasizing that the tour’s price point is reasonable for what you get.
While the tour involves walking through busy neighborhoods, it’s manageable for most travelers with moderate fitness levels. The walking is not particularly strenuous but does involve some time on foot, so comfortable shoes are advised. The tour is designed for adults 21 and over, with proper ID required for alcohol purchases.
The three-hour length is perfect for those wanting a substantial experience without it feeling rushed. The group size maxes out at 16, ensuring personalized attention and lively conversations. Smaller groups foster a more intimate experience, making it easier to ask questions and engage with the guide.
If you’re fascinated by NYC’s history of bootlegging and underground bars, this tour offers a compelling glimpse into a rebellious period. It’s perfect for history enthusiasts, nightlife aficionados, or travelers who enjoy mixing education with a bit of fun. It’s also an excellent choice if you want to combine sightseeing with a social experience in a relaxed, guided setting.
However, if you’re expecting secret tunnels or ultra-hidden speakeasies, keep in mind that some venues are more like traditional bars with a historical twist. The atmosphere, stories, and guide expertise make it a memorable outing.
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This speakeasy drinks and Prohibition history tour strikes a good balance between entertainment, education, and accessible nightlife. The knowledgeable guides and historic venues bring the Prohibition era vividly to life, making it more than just a pub crawl. It offers a chance to learn about the resilience and ingenuity of New Yorkers who kept the drinks flowing during a dry spell.
The value is clear when you consider the price, the guided storytelling, and the exclusive access to some of the city’s most historic bars. It’s especially well-suited for those who enjoy immersive city experiences, historic storytelling, and lively social outings.
Whether you’re a first-time visitor or a seasoned New Yorker, this tour provides a fun, authentic, and educational perspective on NYC’s vibrant past. It’s a night out that’s as informative as it is entertaining, with plenty of stories to tell long after you’ve left the city streets.
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Is this tour suitable for someone who doesn’t drink alcohol?
Yes. While you’ll have the opportunity to purchase cocktails, the tour is focused on history and atmosphere. Non-drinkers can still enjoy the stories and ambiance.
What’s included in the tour cost?
The price covers the guided walking experience, preferred entry and free admission to three historic venues, and storytelling about Prohibition and the Gilded Age.
Are drinks included in the price?
No, drinks are available for purchase at each venue. Reviewers note that the cocktails are well-made and strong, adding to the experience.
How long does the tour last?
Approximately three hours, including walking between stops and narrative storytelling.
What should I wear?
Upscale casual attire is recommended, as ripped clothing or sportswear are not permitted.
Is this tour accessible for travelers with limited mobility?
The tour involves walking through neighborhoods, so moderate physical fitness is recommended, though it’s not overly strenuous.
Can I cancel if I change my mind?
Yes, free cancellation is available up to 24 hours before the start time. Cancellations made less than 24 hours prior are non-refundable.
In sum, the Speakeasy Drinks and Prohibition History Tour in NYC offers a balanced mix of storytelling, historical context, and authentic bar visits—all for a reasonable price. It’s ideal for those eager to learn about the city’s rebellious past while enjoying a lively night out.