The NYC Speakeasy Adventure: A Tipsy Trip Through History

If you’re curious to explore New York City’s clandestine past without leaving the lively streets of Midtown Manhattan, the NYC Speakeasy Adventure might just be your perfect fit. This guided tour promises a three-hour journey through some of the city’s most intriguing secret bars, blending history, camaraderie, and cocktails. It’s designed for those who love stories as much as they love a good drink, especially if you enjoy discovering hidden corners of a city famous for its surprises.

What we really appreciate about this tour is how it combines engaging storytelling with exclusive access to three historic speakeasies. Plus, with express entry, you’re spared lines and delays—ideal after a busy day of sightseeing. A potential drawback is that it involves a 1.5-mile walk, which might be tiring if you’re not used to walking or if the weather is less than ideal. Also, it’s strictly for those aged 21 and over with a penchant for classy attire, so it’s not suitable for families or travelers with mobility challenges.

This experience is best suited for history buffs, cocktail lovers, and anyone intrigued by Prohibition-era New York. If you enjoy socializing in intimate, atmospherically rich bars, and appreciate stories that bring the past alive, this tour offers excellent value and authentic fun.

Key Points

• Historic Bars and Secret Speakeasies: Visit three exclusive venues that played a role during Prohibition.
• Engaging Storytelling: Learn captivating tales about NYC’s Prohibition and immigrant history.
• Exclusive Access: Skip lines with express entry and enjoy VIP treatment at each stop.
• Flexible and Social: A 3-hour walk that offers time to chat and mingle.
• Cost and Options: For $30, you get a guided experience; drinks and food are available but not included.
• Ideal for Adults: Must be 21+ with smart attire; not wheelchair accessible.

You can check availability for your dates here:

An Authentic Night Out in NYC’s Hidden Bars

Starting outside the entrance to One Worldwide Plaza, this tour sets the tone for an evening of discovery. Your guide, equipped with stories and local knowledge, leads you through a 1.5-mile route across Midtown Manhattan, Hell’s Kitchen, and the Theater District. We loved the way the guide’s engaging narrative made each stop come alive—these are venues most travelers wouldn’t find on their own, adding a layer of exclusivity.

The Speakeasies and Their Charm

Each of the three venues offers a distinctly different vibe. The first stop tends to be a cozy, intimate bar that echoes the clandestine charm of the 1920s. We found these hidden gems to be fascinating—not just for their secret entrances but for their character. Expect vintage decor, dim lighting, and an atmosphere that transports you back in time.

The second venue often surprises with its unique theme or architectural features, making for great photo opportunities. The third spot typically rounds out the experience with a lively, welcoming crowd that encourages conversation and socializing.

One thing that set this tour apart was the stories told by our guide. Kat, Rory, or other guides—based on reviews—bring a lively, knowledgeable touch to the experience, making history feel personal and fun. As one reviewer noted, “our guide Rory’s stories added so much to the experience,” making the history memorable rather than dry.

The Experience of the Walk and Atmosphere

The walk itself is a manageable 1.5 miles, giving enough time to digest what you’ve seen and discussed. The route is carefully chosen to reveal some of the city’s best hidden spots, and the walk is comfortable, though you’ll want to wear comfortable shoes—a point reviewers emphasize.

While the tour doesn’t include drinks or food, you’re free to purchase at each stop. Drinks range from $18 to $28, which can seem pricey but are typical for NYC’s specialty cocktails in a lively, historic setting. Several reviews mention that the drinks were well worth the price, with one saying, “Great cocktails and even better vibes.”

The Value and What You’re Paying For

At just $30 per person, this tour provides a lot of value—access, storytelling, and a memorable experience—not just a bar crawl. For what you get, the price is reasonable, especially considering the skip-the-line privilege and the expert guidance. The reviews echo this sentiment: “Highly recommend,” and “Tons of interesting stories and facts,” reflect how guests appreciate the thoughtful touches.

More Great Tours Nearby

Who Will Love This Tour?

This adventure appeals most to history enthusiasts and social butterflies who enjoy a lively, storytelling-driven experience. It’s also ideal for those seeking a fun, safe way to explore NYC’s secret nightlife without the hassle of planning individual visits. Since it’s not wheelchair accessible and requires a smart dress code, it’s best suited for travelers with a certain level of mobility and a desire to dress a bit classy.

The Sum Up

This NYC Speakeasy Adventure offers a wonderful blend of history, socializing, and authentic NYC nightlife. It’s a chance to step back in time while enjoying the company of fellow travelers and the city’s best-kept secrets. With knowledgeable guides, exclusive access, and a lively atmosphere, it’s a memorable way to spend an evening in Manhattan.

If you’re someone who loves stories, cocktails, and discovering hidden parts of a city, this tour will give you an experience that’s both fun and educational. It’s perfect for those seeking a relaxed yet engaging way to explore NYC’s past and present, especially if you enjoy good company and a well-made drink in a historic setting.

However, if you’re on a tight budget, mobility-challenged, or traveling with very young children, this might not be the best fit. But for adults looking for a safe, fun, and immersive night out, the NYC Speakeasy Adventure offers real value and authentic charm.

FAQ

Is this tour suitable for someone who doesn’t drink alcohol?
Yes, the tour itself is about exploring the history and venues. Drinks are available for purchase, but they are not included in the ticket price. You can enjoy the atmosphere and stories even without purchasing beverages.

How long does the tour last?
It is a 3-hour experience, which includes visiting three different historic venues and a 1.5-mile walk through Midtown and the Theater District.

What is included in the price?
The cost covers the host and guide, exclusive entry to three bars, and the walking tour. Drinks and food are not included but are available for purchase at each stop.

What should I wear?
Guests are expected to wear classy attire suitable for a night out at sophisticated bars. Comfortable shoes are recommended for the walk.

Is the tour accessible for wheelchair users?
No, this tour is not wheelchair accessible, so travelers with mobility challenges should consider this before booking.

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

Do I need to bring any identification?
Yes, you should bring a passport or driver’s license to verify your age, as the tour is strictly for those 21 and over.

This guided journey through NYC’s hidden speakeasies offers a well-balanced mix of history, social interaction, and authentic city nightlife. Perfect for your next evening in Manhattan if you’re eager to see a different side of the city’s past.

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