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Dorchester Center, MA 02124
Discover NYC’s Prohibition-era secrets on a guided speakeasy tour featuring historic bars, skyline views, and engaging stories—ideal for cocktail lovers and history buffs.
When it comes to exploring New York City’s hidden corners, few tours manage to blend history, atmosphere, and fun quite like the Secret Speakeasies and History Experience. This guided walk and bar crawl takes you through Midtown Manhattan’s legendary past, uncovering stories of clandestine bars, immigrant neighborhoods, and iconic landmarks. It’s a chance to step back into the 1920s and experience the city’s spirited, rebellious side.
What we love about this tour is how accessible and engaging it is. First, the small-group setting ensures you get personal attention from your knowledgeable guide, making the experience feel intimate rather than rushed. Second, the panoramic rooftop views of Manhattan’s skyline provide a spectacular backdrop for your cocktail adventure, adding a visual punch to the history lesson.
The only potential hitch? The tour involves walking between several locations, so if you’re not up for some light exercise or if weather turns sour, it could complicate things. But for anyone interested in a lively, immersive way to learn about NYC’s hidden past while sampling some of its best bars, this experience hits the mark.
Who will love this? It’s perfect for history buffs, cocktail enthusiasts, or anyone keen to explore New York’s legendary bar scene with a knowledgeable host guiding the way.
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The tour begins at 825 8th Ave, right in the lively heart of Midtown. Here, the group assembles, and the guide sets the tone with an overview of what’s ahead. You’ll quickly get a sense of the city’s bustling energy, knowing that you’re about to peek behind the curtain of its secretive past.
Your first stop is a stroll through the neon-lit excitement of Times Square. While most visitors just pass through, you’ll get a more nuanced view of the area’s history and its role during Prohibition. It’s a lively start that’s perfect for snapping photos and soaking in the city’s vibrant vibe.
Next, you’ll ascend to a rooftop lounge, where panoramic views of the city unfold before you. Here, the Empire State Building looms close, and you can enjoy a moment of quiet awe above the street-level hustle. The guide will share snippets about how NYC’s skyline grew alongside its secret bars, giving you a visual sense of the era’s setting.
A walk takes you into a neighborhood famous for its theaters and restaurants. Beyond the glitz, you’ll hear stories of immigrant communities that thrived during Prohibition, adding a layer of human history to your tour. This area played a pivotal role in the illicit nightlife scene, and your guide’s insights make it come alive.
The core of the experience is visiting at least three legendary drinking spots. While some reviews pointed out that the last two venues may not be “out of the way” or as “secret” as the first, the focus remains on their historical significance. Expect to enjoy quick entry thanks to express access, sparing you the usual long lines.
One reviewer exclaimed: “Ariel was terrific! We loved her stories and drink recs, and the speakeasies were such fun!” This highlights that your guide’s storytelling truly enhances the experience.
Throughout the tour, your guide recounts how local communities, especially immigrants, contributed to NYC’s vibrant nightlife under Prohibition. These stories offer a richer understanding of how these secret bars weren’t just places to drink but symbols of resilience and ingenuity.
Each bar or speakeasy is carefully chosen for its historic charm and authentic atmosphere. The vibe varies from trendy, bustling venues to more intimate hideaways. Drinks are available for purchase—so be prepared to spend a little extra if you want to sample the cocktails, which many reviews describe as “an experience” in themselves.
In particular, guests note: “Drinks are pricey, but the experience is worth it,” pointing out that part of the value comes from the ambiance and the stories, not just the liquid in your glass.
Having a dedicated licensed host makes a big difference. The guides—like Walter or Ryan—are praised for their knowledge, enthusiasm, and storytelling skills. They make the history tangible and inject humor, making the three hours fly by.
The group’s size is capped at 15, keeping things cozy and allowing for questions and interaction. It’s a social experience that often garners comments like: “The people were friendly, and Ryan kept everything running smoothly.”
At $36 per person, this tour offers notable value considering it includes quick access to multiple venues and a dedicated guide. It’s a cost-effective way to combine sightseeing, history, and nightlife without having to plan each bar visit independently.
The duration—about 3 hours—strikes a good balance: enough time to enjoy the atmosphere and stories without feeling rushed or losing energy. Plus, the mobile tickets make booking straightforward, and the small group size ensures you aren’t lost in a crowd.
The tour recommends a moderate physical fitness level—meaning you’ll be walking and standing for stretches. Comfortable shoes are advised, especially since the experience involves a fair bit of strolling through busy city streets and neighborhood alleys.
The tour suggests an upscale casual dress code—no ripped jeans or sportswear—so consider dressing nice enough to feel comfortable in stylish bars, but not overly formal. Since drinks are purchased on-site, bringing some cash or a credit card is essential.
Since the tour is outdoors and involves walking, bad weather could impact your experience. Fortunately, the provider offers free cancellation up to 24 hours in advance, and if canceled due to weather, you can reschedule or get a full refund.
Many reviews praised the guides for their storytelling. One said, “Ariel’s energy livens the night,” while another raved about the “interesting history and locations.” Several noted that they appreciated the opportunity to “feel like a local” in trendy, sometimes hard-to-access venues.
Others enjoyed the scenic views from the rooftop, noting it added a special touch to the evening. However, a few found that some venues did not feel particularly “secret” or “hidden,” which might disappoint those seeking clandestine spots.
Several reviewers mentioned making new friends during the tour. It’s a great way to meet fellow travelers with similar interests—especially if you’re exploring solo. The lively atmosphere, combined with the stories and shared drinks, creates a memorable, friendly vibe.
This speakeasy and history tour offers a fun, educational glimpse into New York City’s rebellious past, brought vividly to life by passionate guides. It’s especially suited for those who enjoy a mix of walking, storytelling, and bar hopping, all wrapped in a historical package.
If you’re a lover of cocktails, intrigued by the Prohibition era, or just looking for an engaging way to see Midtown Manhattan beyond the usual tourist spots, this tour delivers. The small-group format ensures a personalized touch, and the panoramic views add a memorable visual element.
While some may find the venues might not always live up to the “secret” label, the overall experience is lively and authentic. Expect to spend some extra money on drinks, but know the price reflects quality environments and engaging narratives. It’s perfect for curious travelers who want to uncover NYC’s hidden history while having a good time.
Are drinks included in the tour price?
No, alcoholic beverages are not included. Drinks are available for purchase at each venue, so bring some cash or a card. Keep in mind, some reviews mention that drinks can be pricey.
How long does the tour last?
The tour lasts approximately 3 hours, giving enough time to enjoy the stops, stories, and views without feeling rushed.
What’s the group size?
The tour caps at 15 travelers, ensuring a more personal experience and easier interaction with the guide.
Is the tour suitable for all fitness levels?
It’s recommended for those with moderate physical fitness since it involves walking and standing, sometimes on uneven city streets.
Can I cancel if I change my mind?
Yes, you can cancel for free up to 24 hours before the scheduled start. Cancellations within 24 hours are not refunded.
What should I wear?
The dress code is upscale casual. No sportswear or ripped clothing—dress comfortably but stylishly for a night out in trendy bars.
In short, this tour offers an engaging, well-balanced look at NYC’s speakeasy past, enriched by lively guides, stunning city views, and a friendly atmosphere. If history, cocktails, and a touch of adventure appeal to you, it’s a worthwhile way to spend an evening discovering the city’s secret side.