If you’re looking to add a touch of mystery and vintage charm to your NYC trip, the Secret Speakeasies and History Experience might just be what you need. This tour offers a blend of history, lively nightlife, and city views, all wrapped into a three-hour guided walk through Midtown Manhattan. It’s perfect for those who enjoy stories of old New York, craft cocktails, and a small-group vibe that keeps things intimate and relaxed.
One thing we love about this experience is how it brings the Prohibition era to life through engaging storytelling and visits to iconic bars, some with secret doors and hidden histories. Another highlight is the stunning panoramic views from a rooftop lounge, giving you a fresh perspective on Manhattan’s skyline while sipping on thoughtfully crafted cocktails.
However, a potential consideration is that the tour focuses heavily on the bar hopping and historic storytelling, which might feel a bit rushed if you’re hoping for a laid-back evening with extensive drink sampling. Also, while the price of $36 per person is quite reasonable, keep in mind that drinks are purchased separately, meaning the overall experience could add up depending on your drinking habits.
This tour is best suited for history buffs, cocktail lovers, and travelers who enjoy exploring neighborhoods with a story. It’s also a good pick if you want a small-group experience that feels personalized rather than a large, rushed tour bus.
Key Points

- History and Culture: The tour weaves engaging stories of NYC during Prohibition, making history feel alive and relevant.
- Small Group: With a maximum of 15 travelers, you’ll get a more personal, friendly vibe.
- Iconic Locations: Visit at least three historic bars, some with connections to New York’s clandestine past.
- Best Views: Enjoy panoramic city views from a rooftop lounge, perfect for photos and a breather.
- Express Entry: Skip lines at bars, making your evening smooth and enjoyable.
- Price & Value: At $36, it’s affordable for a guided experience that combines history, ambiance, and a bit of city exploration.
A Closer Look at the Tour Experience

The tour starts at 825 8th Ave, a central spot easily accessible in Midtown Manhattan. From there, your guide leads you through the streets, providing context on how speakeasies operated during the Prohibition. Expect to hear stories about the neighborhoods, including Hell’s Kitchen, which played a significant role in the city’s underground nightlife scene. One review even mentions the guide vividly narrating the impact of Prohibition and the Irish mob’s involvement, adding a layer of authenticity and intrigue.
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Walking Through Times Square
Your journey kicks off with a walk through the historic Times Square area. While many travelers tend to overlook the area’s history, this tour emphasizes its significance during the Prohibition era, giving you a chance to see it with fresh eyes. It’s a quick but meaningful introduction to the neighborhood’s transformation from then to now.
Rooftop Viewpoint
One of the standout moments is the panoramic view from a rooftop lounge. Here, you’ll get close-up vistas of the Empire State Building and the bustling city skyline. The reason this is so appealing is that it offers a different perspective—how the city looks from above while sipping a cocktail, which many reviewers described as a highlight. Plus, it’s a great photo op, and the relaxed atmosphere allows for chatting and soaking in the city’s energy.
Visiting Historic Bars and Speakeasies
The core of the tour is visiting at least three bars, each with its own character. The guide recounts the stories behind these spots, some of which have ties to the Prohibition era, and others that are modern-day takes inspired by the past. One review mentions that the locations vary widely, offering different vibes—some trendy, others more classic.
The first bar is typically described as a “secret” speakeasy, which adds a fun element of discovery. The other two are usually notable for their history or their role in the city’s underground nightlife. Guests enjoy the express entry, which saves time and keeps the evening flowing smoothly. However, as one reviewer pointed out, the actual bars visited might not all be “hidden” or as secret as expected, but they’re still worth exploring.
The Cocktails and Cost
While the ticket price covers entry and a knowledgeable guide, drinks are sold separately at each stop. Many guests note that the cocktails are well-made and worth the price—especially given the setting and the storytelling. Just be prepared for some hefty tab if you choose to indulge in multiple drinks, as one reviewer pointed out, the cocktails are definitely an experience but come at a premium.
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Tour Guide and Atmosphere
Throughout the reviews, guides like Walter, Ryan, Kate, and Arielle are often singled out for their energy, knowledge, and friendliness. One reviewer even exclaimed that Arielle “deserves a raise,” highlighting how much her storytelling and enthusiasm elevate the experience. The small group size fosters a relaxed environment, allowing for questions and casual conversations, making it more than just a hurried bar crawl.
Practical Considerations
The tour lasts around three hours, which is just enough time to get a good taste of the city’s bar scene without feeling rushed. The moderate physical activity involves walking between stops, so comfortable shoes are recommended. The dress code is “upscale casual,” so no sportswear or ripped clothing—this isn’t a T-shirt and sneakers kind of night, but not overly formal either.
The tour is suitable for most, but travelers with mobility issues should consider their physical fitness level, as some walking is involved. Also, since the tour is capped at 15 people, reservations should be made well in advance—most travelers tend to book about two weeks ahead.
The Value of This Experience
When considering the $36 price tag, it’s clear that this tour offers good value. It combines education, entertainment, and access to some of the city’s most iconic and historic bars. The guide’s storytelling really enhances the experience, making each stop more meaningful. Plus, the rooftop view adds that memorable touch that’s often missing from other bar tours.
Some reviews highlight the quality of drinks, the diversity of locations, and the overall fun atmosphere, making this a worthwhile evening outing. Even if you’re not a big drinker, the stories and sights alone make it worth a try.
The Sum Up

The Secret Speakeasies and History Experience is ideal for those wanting a fun, informative night out in NYC. It’s perfect for history enthusiasts, cocktail lovers, and those curious to learn about the city’s underground past. The small-group format and expert guides create an intimate, engaging vibe that many travelers appreciate.
If you’re keen on discovering hidden gems, hearing lively stories, and enjoying fantastic city views, this tour ticks all those boxes. Just remember to set aside some extra cash for drinks and to dress up a bit—this isn’t a casual hoodie-and-jeans kind of night. Overall, it’s a smart, enjoyable way to experience NYC’s lively and secretive past while soaking in the vibrant present.
The Secret Speakeasies and History Experience!
“Walter was awesome and we had a great time. Really a great way to spend an evening! Thanks for all the great history info!”
FAQ

Is this tour appropriate for families or children?
This tour is geared more toward adults, primarily because of the emphasis on cocktails and nightlife. If you’re traveling with children, it might not be the best fit.
How long does the tour last?
The tour is approximately 3 hours, giving enough time to explore, learn, and enjoy a few drinks without feeling rushed.
Where does the tour start and end?
It begins at 825 8th Ave and concludes in Hell’s Kitchen, both centrally located in Midtown Manhattan.
Are drinks included in the price?
No, drinks are purchased separately at each venue. The price covers entry, the guide, and sightseeing.
How many people are in each group?
The tour is limited to a maximum of 15 travelers, providing a more personal experience.
What should I wear?
The dress code is upscale casual. Think neat, stylish, but comfortable—no sportswear or ripped clothing.
What if it rains?
The experience is weather-dependent. If canceled due to bad weather, you’ll be offered a different date or a full refund.
Can I cancel my reservation?
Yes, cancellations are free up to 24 hours before the tour. Cancellations within 24 hours are non-refundable.
If you enjoy a good story, crafted cocktails, and a bit of NYC’s secret history, this tour offers a memorable night out. It’s a blend of education and fun, perfect for making your city visit truly special.
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