Speakeasy Drinks and Prohibition History Tour NYC

A Deep Dive into the Speakeasy Drinks and Prohibition History Tour NYC

If you’re curious about the hidden nightlife of 1920s New York, this Prohibition-themed walking tour offers a compelling glimpse into a rebellious era. For $36 per person, around three hours of exploring Midtown Manhattan’s historic bars, you’ll walk through the city’s vibrant past, guided by knowledgeable locals like Ariel, Walter, or Katherine (based on reviews). Expect to visit three iconic speakeasies and historic watering holes—each with its own story and ambiance—where you can choose to sample cocktails (at your own expense). The tour is recommended for those who love history, good stories, and a well-crafted drink in an atmospheric setting.

Two things we love about this experience: first, the expert storytelling from guides who make the history lively and personal, and second, the carefully chosen venues, which include some of NYC’s culturally rich neighborhoods and legendary bars—like the Broadway district and Times Square—that add layers of local flavor. A slight caveat? Since drinks are purchased separately, you might find the costs adding up if you opt for multiple cocktails. Still, the value is undeniable, especially considering the fascinating stories and exclusive access you get.

This tour is best suited for history buffs, nightlife aficionados, or anyone interested in New York City’s secret past. If you enjoy a mix of storytelling, authentic ambiance, and a chance to see some hidden spots you might not stumble upon on your own, this trip hits the mark.

Key Points

• Authentic Prohibition Experience: Visit three historic bars with stories that bring the 1920s to life.
• Expert Guides: Knowledgeable, engaging guides like Ariel and Katherine make history accessible.
• Hidden NYC Venues: Discover speakeasies and old watering holes often missed by travelers.
• Flexible Schedule: Multiple start times let you fit this into your sightseeing plans.
• Own Drinks Expense: Drinks are purchased at each venue, so budget accordingly.
• Group Size: Limited to 16 travelers, ensuring a personal and friendly atmosphere.

Exploring the Heart of NYC’s Prohibition Era

Walking through Midtown Manhattan, you’ll feel the pulse of a city that, despite Prohibition, thrived in its underground bar scene. The tour’s focus on historic speakeasies and famous watering holes means you’ll get a taste of what nightlife looked like during America’s most clandestine drink era. The itinerary typically kicks off at a well-known nightclub, stretches through the bustling Times Square, and wanders into the Broadway theater district, blending entertainment and history in a way that feels natural.

The Itinerary in Detail

The tour begins at 825 8th Ave, a stone’s throw from some of the city’s iconic sites and major public transportation hubs—convenience that helps keep the start simple and accessible. Your guide, often seen as lively and well-versed in both NYC history and the specifics of Prohibition, will lead you through the city’s storybook past.

The first stop is a legendary nightclub that holds storied memories of the Jazz Age, offering a glimpse of the city’s once illicit nightlife. Walking through Times Square, you’ll get a sense of the contrast between the bright lights and the secretive underground world. Moving into the Broadway area, the tour reveals how the entertainment scene intertwined with speakeasies, fueling the city’s lively atmosphere.

Visiting the Bars

You’ll visit three carefully selected venues, each brimming with history and atmosphere. Some reviews mention the bespoke ambiance—from hidden rooms to vintage decor—that makes each stop feel like stepping back in time. Guides often share stories about bootleggers, gangsters, and the Gilded Age, bringing their tales to life with humor and detail.

Guests have praised guides like Ariel, Walter, and Katherine for their enthusiasm, knowledge, and personable style, which makes the experience more than just a walk. “Ariel was great and wonderful,” says one reviewer, while another mentions, “Kathryn was an amazing guide—informative and fun.” These guides balance storytelling with historical facts, making the visit both educational and entertaining.

The Speakeasy Atmosphere

While some venues are true speakeasies—hidden behind secret doors, spiral staircases, or velvet curtains—others are more like classic NYC bars that pay homage to the era. Expect to see authentic decor, vintage memorabilia, and sometimes secret entrances, which add an element of adventure. Some reviews note the “spooky but classy” vibe, with drinks served in vintage glassware that enhances the experience.

Drinks and Cost

It’s important to remember that drinks are purchased separately. Expect to pay for cocktails at each venue, which some reviewers find a bit pricey but worth the ambiance and quality. One guest noted that the “drinks in the last stop were awful,” but others appreciated the strong, well-made cocktails. If you’re a cocktail enthusiast, you’ll enjoy sampling different drinks inspired by the period.

Group Size and Atmosphere

Limited to 16 travelers, the tour offers an intimate environment where you can comfortably chat with guides and fellow participants. For solo travelers, many reviews mention the opportunity to meet new friends and enjoy a social night out. Conversely, groups can have fun sharing the experience and exploring NYC’s hidden nightlife together.

What the Reviews Say

The feedback about this tour is overwhelmingly positive. Here are some insights from recent travelers:

• Authentic storytelling and guides who are engaging and knowledgeable make the tour stand out.
• Several reviewers mention the bars’ ambiance, describing them as hidden, cozy, and evocative of the 1920s.
• The price-per-visit is generally considered good value, especially when you factor in the exclusive access and stories.
• Some felt the drinks could be better or more reasonably priced, but this is a minor concern considering the overall experience.
• Solo travelers appreciated the relaxed, social vibe, with some noting they made new friends during the tour.

One reviewer summarized, “We loved the way guides brought history alive with stories and humor,” which captures the essence of what makes this tour rewarding.

Practical Tips for Booking and Enjoying

• Book your tickets in advance, as the tour is popular and tends to fill up quickly—on average, 26 days ahead.
• Arrive at the meeting point on time—the tour starts promptly.
• Dress upscale casual; no sportswear or ripped clothing is permitted, adding to the vintage feel.
• Be prepared to purchase drinks at each venue, and budget accordingly.
• The tour requires moderate physical fitness—expect some walking and possibly climbing stairs in hidden venues.
• Check the start times that fit your schedule; multiple options are available.
• Remember, cancelations within 24 hours are not refunded, so plan ahead.

Who Is This Tour Best For?

If you crave an authentic slice of NYC’s clandestine past, this tour offers a mix of history, atmosphere, and fun. It’s especially suited for adults 21 and over, who enjoy stories about the Gilded Age, Prohibition, or classic cocktails. Solo travelers will find a friendly environment, and groups looking for a unique, memorable night out will appreciate the curated venues and engaging guides.

While it’s a bit of a splurge for drinks, the tour’s educational value and ambiance make up for it. It’s perfect for those willing to walk through historic neighborhoods and enjoy a taste of vintage NYC in a social setting.

FAQs

How long does the tour last?
It lasts approximately three hours, giving enough time to enjoy the atmosphere and hear stories without feeling rushed.

Are drinks included in the price?
No, drinks are purchased separately at each venue. Prices vary, but many reviews note the drinks can be a little pricey.

What is the dress code?
Upscale casual is recommended. No sportswear or ripped clothing is permitted, helping maintain the vintage, classy vibe.

Is the tour suitable for solo travelers?
Absolutely. Many reviews mention solo travelers enjoying the social environment and meeting new people.

Can I cancel if I change my mind?
Yes, free cancellation is available up to 24 hours before the start time. Cancellations less than 24 hours prior are non-refundable.

What are the age restrictions?
You need to be at least 21 years old with valid photo ID, such as a passport or driver’s license.

Are the venues accessible?
While the tour is manageable for most, some venues may involve stairs or tight spaces, so travelers should have moderate physical fitness.

Do I need to carry anything special?
Bring your ID, some cash or card for drinks, and dress up a bit to match the upscale casual vibe.

What if I get sick or can’t make it?
If you cancel at least 24 hours in advance, you receive a full refund. If you’re sick last-minute, contact the provider as soon as possible.

Final Thoughts

This Speakeasy Drinks and Prohibition History Tour offers a rich mix of storytelling, hidden NYC landmarks, and vintage ambiance. It’s a chance to step back into a time when secret bars flourished amidst the city’s bright lights and celebrate the rebellious spirit of the Roaring Twenties. The guides’ enthusiasm and deep knowledge turn history into a lively experience, making it much more than just a bar crawl.

Whether you’re a history lover, a cocktail connoisseur, or simply seeking a fun night out in New York, this tour delivers a unique perspective on the city’s past. With friendly guides, exclusive venues, and engaging stories, it’s a memorable way to add some vintage charm to your NYC adventure.

Additional Recommendations

If you’re interested in exploring more of NYC’s secrets, consider pairing this tour with other experiences like the Grand Central Terminal tour or Chelsea Market food walk. For those wanting a broader look at NYC’s cultural tapestry, the SoHo, Little Italy, and Chinatown walking tours are also excellent options to keep your journey diverse and full of surprises.