New York: Guided Walking Tour to Hidden Speakeasies

If you’re into history, unique drinking spots, or just love uncovering hidden corners of a city, this guided walking tour of NYC’s speakeasies might be right up your alley. We’ve looked into this experience to give you an honest, detailed picture of what you can expect — from secret vault doors to cocktails served in tea cups.

What we really like about this tour is how it combines authentic historical spaces with a bit of urban adventure, allowing you to feel like a part of the Prohibition-era underground scene. Plus, the skip-the-line access and choice of cozy, historically accurate venues mean you can relax and enjoy the experience without fuss. The only potential downside? At just $39 per person for three hours, it’s a good value, but it’s definitely a tour that appeals more to those who appreciate history and a bit of mystery rather than a casual bar crawl.

This tour tends to suit history buffs, curious travelers, or anyone interested in NYC’s clandestine past. If you’re craving a different kind of night out, with stories and secret spaces, this could be a memorable addition to your trip. However, keep in mind that it’s not suitable for under-21s, so if you’re traveling with family or younger friends, you’ll need to look elsewhere.

Key Points

• Historic authenticity: Venues are cross-referenced with NYC Hall records, ensuring a genuine experience.
• Exclusive access: Skip-the-line entries and the best seating make it more comfortable.
• Storytelling: Guides share fascinating Prohibition-era stories, making history lively.
• Unique spaces: Venues include a TV show favorite and a spot that served drinks in tea cups, adding charm.
• Walking pace: The 3-hour duration covers three venues, with manageable walking between them.
• Limited groups: Small groups (up to 7) mean more personalized attention and less crowding.

You can check availability for your dates here:

A Deep Dive into the Speakeasy Tour Experience

The Beginning: Meeting Point and First Impressions

Starting at the entrance of Tompkins Square Park, right across from Doc Holliday’s on E9th Street and Avenue A, the tour kicks off in a lively, authentic NYC neighborhood. Here, your guide greets you, ready to lead you into the mysterious world of Prohibition. The small group size (maximum 7 travelers) immediately sets the tone for a more intimate, engaging experience.

The Entrance to Hidden NYC

Your first step involves navigating through secret doors, some vault-like, with access codes — definitely not your average bar. This alone adds a sense of adventure. We loved how the guide pointed out the historical importance of these entrances, making you feel like a real insider. It’s these little touches — the alleyways, the coded doors — that make the experience stand out.

Venue 1: A TV Show-Famous Bar

The first stop is a venue that’s featured in the TV show “Boardwalk Empire”. Here, the decor is absolutely on point: vintage furnishings, dim lighting, a sense of stepping back in time. They still serve drinks in tea cups, a quirky throwback to when bartenders had to be discreet during raids. This detail really made the experience more immersive and fun, especially for those interested in the authentic atmosphere.

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Venue 2: Vault-Like Space with Prohibition Charm

The second venue continues with the theme of secrecy and history. While the description doesn’t specify, you’ll likely encounter more period-appropriate decor and a cozy, clandestine vibe. The guide shares stories about NYC’s Prohibition days, and you’ll learn about the lengths people went to keep alcohol flowing despite the law. The educational aspect is carefully cross-referenced with NYC Hall records, which adds credibility and depth to the stories.

Venue 3: Another Hidden Gem

Your last stop offers another slice of historic NYC nightlife. Each venue is carefully selected for its authenticity and storytelling potential. The tour emphasizes not just visiting bars, but experiencing what life was like during the 1920s clandestine drinking scene.

The Cocktails and Atmosphere

While drinks aren’t included in the price, you’re encouraged to purchase sumptuous cocktails at each venue. The fact that some of these drinks are served in tea cups or other vintage containers adds a playful touch to the evening. From the reviews, we see that these venues serve some of the best cocktails in NYC, making the purchase worthwhile.

The Educational Element

Throughout the tour, the guide’s commentary is both engaging and informative. They share fascinating facts from a variety of cross-referenced academic sources, making the history accessible and credible. One reviewer mentioned how Alex, the guide, was “super educated, kind, and helpful,” which enhances the experience for those who love learning as they explore.

Practical Details and Logistics

• Duration: 3 hours — a good length for the experience, allowing enough time at each venue without feeling rushed.
• Price: $39 per person — quite reasonable for a guided tour with skip-the-line access.
• Timing: Usually in the afternoon, which works well if you want a relaxed, daylight adventure or a smooth transition into evening.
• Group Size: Limited to 7 participants, fostering a friendly and intimate atmosphere.
• Meeting Point: Easily accessible, right outside Tompkins Square Park, across from a familiar NYC spot.

What to Keep in Mind

• Dress appropriately: Wear comfortable, weather-appropriate clothing since the tour takes place rain or shine. While shorts are accepted, no athletic wear, and a dressier look can add to the fun.
• Bring your ID: Essential for verifying your age.
• No outside drinks or flash photography: Respect the venue policies, but you’re encouraged to take photos in a non-flash way to remember the experience.
• Not suitable for under 21: It’s an adult experience, focused on drinking and history.

Authenticity and the Value of the Tour

What really makes this tour worth considering is its dedication to historical accuracy. The partnership with New York City Hall and records ensures that each venue’s story is rooted in fact, not just legend. That’s a big plus if you’re into the details behind the scenes rather than just the fun stories.

The price point—$39—seems fair considering the skip-the-line benefits, the guided storytelling, and the chance to explore places most travelers never get to see. Since each venue has its own character and history, you’re not just drinking; you’re stepping into a storybook of NYC’s secret past.

Insights from Reviews

One reviewer said, “Alex is a super guide, educated, kind, and helpful,” which hints at a knowledgeable and personable guide making the stories come alive. The feedback suggests that people especially appreciate the mix of education and entertainment, making this more than just a bar-hopping tour.

Who Will Love This?

This experience suits history enthusiasts, curious travelers, or anyone wanting a different night out in NYC. It’s especially appealing if you enjoy stories behind the scenes and discovering hidden spaces. Since it’s a small-group tour, it’s perfect for those who prefer a more personal, immersive experience rather than large, noisy groups.

Final Thoughts: Is It Worth It?

If you’re looking for a night that combines history, mystery, and a touch of adventure, this guided speakeasy tour is a solid choice. It offers a chance to see hidden venues, hear engaging stories, and sip some of the best cocktails in a genuinely historic setting. The accessibility of skip-the-line entry and the small group size make it more enjoyable and hassle-free.

However, if your main goal is just to drink in a lively bar scene or you’re traveling with minors, this tour might not be the right fit. But for those wanting a more meaningful, story-rich experience that evokes the spirit of 1920s NYC, it hits the mark.

This tour offers a great mix of history, exclusivity, and fun, making it a memorable part of your NYC adventure — especially if you’re into uncovering the city’s hidden layers.

FAQs

Is this tour suitable for families or children?
No, it’s designed for adults over 21, mainly because it involves purchasing alcohol and exploring venues that serve drinks.

How long does the tour last?
It runs for approximately 3 hours, offering enough time to visit three different speakeasies comfortably.

Do I need to book in advance?
Yes, booking ahead is recommended to secure your spot, especially since groups are limited to 7 people. You can reserve now and pay later, providing flexibility.

What should I wear?
Dress comfortably and weather-appropriate; dressier shorts are accepted, but avoid sporty or gym-style clothing. No sleeveless shirts or fur, and avoid flash photography.

Are drinks included?
No, drinks aren’t included, but you can purchase cocktails at each venue. These venues are noted for serving some of the best cocktails in NYC.

Is the experience accessible regardless of weather?
Yes, it takes place rain or shine, so dress accordingly and be prepared for outdoor walking segments.

Can I bring my ID?
Absolutely, bringing your passport or ID card is essential for verifying your age before entering the venues.

If you’re eager to step behind the velvet ropes of NYC’s secret bars and learn about the city’s Prohibition past, this tour offers a fun, educational, and slightly mysterious experience worth trying.

You can check availability for your dates here: