The Secret Speakeasies and History Experience!

An Authentic Journey Through NYC’s Prohibition & Speakeasy Scene

If you’re craving a taste of Old New York, this Secret Speakeasies and History Experience offers a compelling peek into the city’s clandestine nightlife during Prohibition. For just $36 per person, you’ll spend about three hours exploring Midtown Manhattan, walking past iconic landmarks like Times Square and catching panoramic views from a rooftop lounge with the Empire State Building looming nearby. The tour is led by engaging guides, like Walter or Ariel, who bring stories of the roaring twenties and the rise of illegal bars to life.

Two things we especially love: First, the small group size — typically no more than 15 participants — which creates a cozy, personalized atmosphere. Second, fast-track entry at each venue, meaning no long lines or waiting, so you can spend more time savoring your cocktails and listening to your guide’s intriguing tales.

A possible consideration is that the drinks are not included in the tour price, so you’ll need to budget for purchases at each bar. Also, some may find that not all bars visited are true “secret” speakeasies, based on some reviews. But overall, if you enjoy history, lively storytelling, and vibrant bar scenes, this tour hits the right notes.

This experience is ideal for history buffs, cocktail lovers, and those who want a fun, intimate way to explore New York’s nightlife while learning about its fascinating past. It’s perfect if you appreciate authentic stories and small-group atmospheres rather than big tourist crowds.

Key Points

• Authentic Prohibition Era Focus: Dive into NYC’s secret history with stories about speakeasies, prohibition, and immigration.
• Small, Intimate Groups: Enjoy a personalized experience with a maximum of 15 travelers.
• Fast-Track Entry & Free Admission: Skip lines and save time at each historic bar.
• Multiple Distinct Venues: Visit at least three different bars, each with its own vibe and story.
• Excellent Guides: Guides like Walter or Ariel are praised for their energy, knowledge, and storytelling.
• Cost & Drinks: The tour is affordable but expect to pay for your cocktails at each stop, which many reviews say are worth the price.

An In-Depth Look at the Tour Experience

The Starting Point: A Central Midtown Location

The tour begins at 825 8th Avenue, right in the heart of Midtown Manhattan. From here, your guide will lead you into a lively walking adventure through the streets that once concealed hidden bars during Prohibition. This location is easily accessible, and the walk itself is part of the fun, giving you a taste of Manhattan’s bustling vibe.

Walking through Times Square

Your journey kicks off with a stroll through the historic Times Square, a spot that epitomizes New York’s lively spirit. Here, your guide shares snippets about the neighborhood’s transformation from immigrant enclaves to entertainment hub, setting the stage for the clandestine nightlife that’s about to unfold. We loved how the guide connected the history of the neighborhood with the secret bars that flourished during Prohibition.

Panoramic Rooftop Views

Next, you’ll ascend to a rooftop lounge with stunning panoramic views of Manhattan’s skyline, including a close-up of the Empire State Building. This is a highlight for many: sipping cocktails while taking in the city’s iconic skyscrapers, making it a memorable photo-op. One reviewer mentioned, “The setup was great,” emphasizing how the rooftop experience added a special touch to the tour.

The Heart of the Tour: Historic Bars & Speakeasies

You’ll visit at least three bars, each with its distinctive character. Some are modern-day speakeasies channeling the 1920s, while others are historic establishments that have preserved their clandestine charm. The tour recounts immigrant stories and the rise of the Irish mob involved in the speakeasy scene, providing context to the clandestine nightlife.

One reviewer, Jeff, praised the “interesting history and wonderful locations,” noting that the walk was easy and the guide very helpful. Others appreciated the diverse vibes of each stop, from trendy cocktail lounges to more traditional hidden bars.

Your Guide: The Star of the Experience

From the reviews, guides like Walter, Arielle, and Ryan stand out for their enthusiasm, knowledge, and storytelling skills. Many mention that guides bring history to life, making the experience both educational and entertaining. Arielle, in particular, earned praise for her energy and storytelling, with some reviews even suggesting she deserves a raise!

The Drinks & Cost

While the tour price covers entry and guided narratives, alcoholic beverages are purchased separately. Drinks tend to be from high-end bars, often craft cocktails that many review as worth the price. One comment warns, “Be prepared to spend some money,” as cocktails are an experience in themselves. This setup allows flexibility—you’re free to choose which drinks to indulge in, but it’s wise to have some cash or card ready.

Ending in Hell’s Kitchen

The tour concludes in the lively neighborhood of Hell’s Kitchen, an area known for its vibrant nightlife, restaurants, and theaters. Many find this a perfect spot to continue their evening, feeling like insiders who’ve uncovered a hidden side of NYC.

Authentic Experiences and Authentic Reviews

Based on the glowing reviews, guides like Jack, Kate, and Ryan are consistently praised for their depth of knowledge and friendly manner. One traveler remarked, “Ryan navigated us around Midtown, providing an excellent narrative of Prohibition and how it impacted Hell’s Kitchen.” The small group setting makes it easier to ask questions and engage with the guide, enhancing the learning experience.

While most reviews are positive, a few note that some bars aren’t as “secret” or out-of-the-way as expected, but overall, the appeal lies in the storytelling and the variety of venues.

Practicalities: What You Need to Know

• Price: $36 per person for the guided experience, with drinks purchased separately.
• Duration: Approximately 3 hours, a comfortably paced evening.
• Meeting Point: 825 8th Ave, convenient for those staying in Midtown.
• Group Size: Max 15 travelers, ensuring an intimate experience.
• Dress Code: Upscale casual — avoid sportswear or ripped clothing.
• Weather: The tour is outdoor-friendly; if canceled due to weather, you get a full refund or reschedule.
• Booking: Book 17 days in advance on average, so plan ahead if visiting during peak season.

Who Will Love This Tour?

This tour suits history enthusiasts, cocktail aficionados, and curious travelers eager for a behind-the-scenes look at NYC’s secret nightlife. It’s especially appealing if you enjoy small-group tours with lively guides who are passionate about storytelling. If you like learning about local lore while sipping expertly crafted cocktails, this experience will fit the bill.

It’s less suited for those looking for a boisterous party scene or expecting all-inclusive drinks. Instead, expect a casual, informative, and social evening that feels both fun and educational.

The Sum Up

In a city full of iconic sights and flashy attractions, this Secret Speakeasies and History Tour offers a welcome change — a chance to learn about Prohibition-era NYC in a relaxed, intimate setting. You’ll visit historic bars, enjoy fast-track entry, and listen to guides who bring the stories of the past vividly to life.

If you love history, good stories, and a well-crafted cocktail, this tour is a smart choice. It’s especially well-suited for travelers who want a fun, authentic experience without the crowds and with a chance to discover some hidden gems along the way.

This tour delivers genuine value — combining education, entertainment, and the chance to see a side of NYC few visitors get to experience. It’s a lively night out that leaves you feeling like a true insider of Manhattan’s clandestine past.

FAQ

Is this tour suitable for all ages?
Since alcohol is purchased separately and the focus is on nightlife, it’s best suited for travelers over 21. The tour is about history and cocktails, not a family-friendly activity.

How many bars will we visit?
You’ll visit at least three historic bars or speakeasies, each with its unique vibe and story.

Are drinks included in the price?
No, drinks are purchased separately at each venue. The tour fee covers entry, a guide, and fast-track access.

What should I wear?
Dress in upscale casual — no sportswear or ripped clothing is permitted, aligning with the stylish vibe of the venues.

How physically demanding is the tour?
It involves walking around Midtown, but the pace is relaxed. Travelers should have moderate physical fitness to comfortably manage the walking and stairs.

Can I cancel if my plans change?
Yes, you can cancel for free up to 24 hours before the tour. Cancellations within 24 hours will not be refunded.

What if it rains?
The tour is outdoors-friendly. If canceled due to weather, you’ll be offered a different date or a full refund.

This tour offers an entertaining, educational, and authentic glimpse into New York’s hidden nightlife. Whether you’re a history buff, a cocktail lover, or just looking for a memorable night out, it’s a way to see Manhattan through a different lens — one filled with stories of speakeasies, immigrants, and the roaring twenties.