The NYC Speakeasy Adventure: A Tipsy Trip Through History

The NYC Speakeasy Adventure: A Tipsy Trip Through History
Are you a fan of history, hidden spots, and a good cocktail? This tour offers a chance to explore three historic speakeasies in Midtown Manhattan, Hell’s Kitchen, and the Theater District, all hidden behind unassuming doors. For just $30 per person and lasting around three hours, it’s an accessible way to step back into the Prohibition era, enjoy fascinating stories, and maybe discover some New York secrets you wouldn’t find on your own. Led by engaging guides, this tour combines storytelling, exclusive access, and a lively atmosphere—perfect if you’re curious about the city’s past and love a good drink.

What we really appreciate are the priority entry and personalized attention at each venue, saving you from long lines and ensuring a smooth experience. Plus, the focus on history and culture makes it more than just bar hopping; it’s an educational adventure with a hint of camaraderie. That said, the $18-$28 drinks aren’t included in the price, so budget accordingly if you plan to sip during the tour. This experience suits history buffs, cocktail lovers, and those looking for a fun, authentic night out in NYC’s nightlife scene.

Key Points

• Historic Bars and Secret Speakeasies: Visit three hidden venues with rich stories behind each door.
• Expert Guides: Knowledgeable storytellers bring the Prohibition era vividly to life.
• Priority Access: Skip lines and enjoy preferred treatment at each stop.
• Time to Socialize: The tour encourages mingling and sharing stories over drinks.
• Flexible and Accessible: Usually in the evening, with a 3-hour format, ideal for most travelers’ schedules.
• Cost-Effective: Only $30, with drinks available for purchase at each spot.

You can check availability for your dates here:

Exploring the Hidden World of NYC’s Speakeasies

In many ways, this tour captures the spirit of New York—its resilience, creativity, and the thrill of uncovering secrets. It’s not just a pub crawl; it’s a storytelling journey through one of the city’s most colorful chapters — Prohibition. Hosted by TellTaleTours and led by engaging guides, this experience is designed to bring history alive through intimate visits to three distinct venues.

The Itinerary and Venues

The tour begins outside One Worldwide Plaza, near the Carnegie Diner, where a guide greets you and sets the tone for the evening. From there, a 1.5-mile walk takes you through Midtown and the Theater District, with your guide sharing insights about the era when alcohol was illegal and NYC’s immigrant communities played a key role in underground drinking culture.

First stop often features a bar with a classic Prohibition vibe—dim lighting, vintage decor, and an atmosphere full of stories waiting to be told. Here, your guide, often praised for their storytelling, will share fascinating tales about how speakeasies operated and their cultural importance. Kat, a reviewer’s favorite guide, was specifically commended for her “amazing stories, laughs, and drink recommendations.”

Next, you’ll visit two more secret venues, each with its own unique ambiance. Some might be tucked behind unassuming doors in busy neighborhoods that only locals know. These places aren’t just about the drinks—they’re about preserving a part of NYC’s rebellious past.

What Makes Each Venue Special?

Every stop is chosen for its historic significance, style, and vibe. The venues tend to differ in decor and atmosphere, ranging from elegant, jazz-era throwbacks to more modern interpretations of the speakeasy style. The experience of walking into a hidden bar feels like stepping back in time, especially when combined with the guide’s vivid stories.

The Stories and Atmosphere

The guides excel at weaving stories of immigrant communities, the rise and fall of illegal bars, and the cultural impact of Prohibition in NYC. These narratives, combined with the ambiance and the occasionally lively crowd, create a warm, engaging environment. Multiple reviewers like Walter and GetYourGuide traveler have emphasized how engaging and knowledgeable their guides were, making the experience not just fun but enlightening.

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The Cost and Value

While drinks are not included in the ticket price, they are available for purchase—generally priced between $18 and $28. The tour’s value lies not just in the three exclusive venues and skip-the-line access but also in the insider stories and themed ambiance. For many, it’s a cost-effective way to enjoy NYC nightlife while gaining a deeper understanding of its past.

Who Will Love This Tour?

This adventure is perfect if you’re interested in history, architecture, or NYC’s underground culture. It’s also a fantastic choice for social travelers who enjoy mingling and storytelling. If you’re a cocktail enthusiast, you’ll appreciate the opportunity to see some of the city’s best hidden bars, even if you choose to purchase your drinks separately.

Practical Details and Tips

Duration & Timing: Usually offered in the evening, the 3-hour format fits well into most city plans. Keep in mind that the walk is about 1.5 miles, so comfortable shoes are recommended.

Meeting Point: Outside the One Worldwide Plaza on 8th Avenue, a visible, convenient spot. Arriving a few minutes early ensures a smooth start.

Attire: The tour suggests “classy” attire, which aligns well with the vintage vibe of the venues.

Age Restrictions: Guests must be 21+, and unfortunately, the tour isn’t wheelchair accessible.

Booking & Cancellation: You can reserve now and pay later, with free cancellation up to 24 hours in advance—ideal for flexible travelers.

Final Thoughts

This tour offers more than just a few drinks in secret bars; it’s a taste of New York’s rebellious spirit and cultural resilience. The focus on storytelling and exclusive access makes it stand out from standard bar crawls. Whether you’re a history buff, a lover of NYC’s nightlife, or simply seeking a fun, social evening, this experience delivers a well-balanced mix of entertainment and education.

The knowledgeable guides and authentic venues are what truly make this tour shine, according to glowing reviews. Guests consistently mention how the stories and atmosphere made the experience memorable. While drinks aren’t included, the priority access and captivating storytelling justify the modest cost.

In summary, if you’re looking for an engaging, historical, and fun night out that reveals a hidden side of NYC, this speakeasy adventure is a solid choice. It’s particularly well-suited for those who want a more meaningful experience than just bar hopping, with a little added historical context and a lot of character.

Frequently Asked Questions

What is the price of the tour?
It costs $30 per person, which covers the guide and access to three secret speakeasies. Drinks and food are purchased separately.

How long does the tour last?
The tour lasts about three hours, typically in the evening, making it a perfect after-dinner activity.

Where do I meet the guide?
Meet outside One Worldwide Plaza on 8th Avenue between 49th and 50th Streets. The meeting point is easy to spot and convenient.

Is this tour suitable for non-drinkers?
While non-drinkers are welcome, the experience is centered around speakeasies and cocktails. No drinks are included in the ticket price, and guests must be 21+.

Are the venues wheelchair accessible?
No, the tour is not wheelchair accessible. It’s also recommended to wear comfortable, ‘classy’ shoes due to the walking involved.

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

Are drinks included?
No, drinks are available for purchase at each venue, generally priced between $18 and $28.

Is there an age restriction?
Yes, guests must be 21 or older to join the tour.

How many people are in a group?
While the exact group size isn’t specified, tours are designed to be intimate enough for personal storytelling but lively enough for social fun.

What should I bring?
Bring photo ID, such as a passport or driver’s license, and wear comfortable shoes suited for walking and standing.

If you’re craving an evening that combines history, hidden gems, and vibrant storytelling, this tour offers a compelling way to experience NYC’s rebellious past and lively nightlife—without the hassle of finding these secret spots on your own.

You can check availability for your dates here: