The NYC Speakeasy Adventure: A Tipsy Trip Through History

The NYC Speakeasy Adventure: A Tipsy Trip Through History

Taking a walk through New York City’s past can sometimes feel like flipping through a secret, dusty tome—except with this tour, you get to live it. The NYC Speakeasy Adventure is a 3-hour journey that combines history, camaraderie, and cocktails, all set against the backdrop of the city’s hidden drinking spots from the Prohibition era. It’s a unique way to explore NYC’s secret side while enjoying some well-curated drinks and stories.

What makes this experience stand out? We appreciate the knowledgeable guides who bring history to life, the exclusive access to three carefully chosen speakeasies, and the engaging storytelling that makes history feel like a social club, not a dull lecture. The value for money is notable, especially with the included express entry, saving you precious time. However, it’s worth noting that the tour is not suitable for those under 21 or wheelchair users, making it a more exclusive experience.

This tour appeals most to history buffs, cocktail enthusiasts, and social travelers looking for a fun, informative way to spend an evening in NYC. If you love discovering hidden gems and hearing stories you won’t find in guidebooks, this is a perfect pick. Just be prepared to dress slightly upscale, as a touch of class is encouraged.

You can check if your dates are available here:

Good To Know

• Historic Bars & Hidden Speakeasies: Visit three secret venues with rich ties to NYC’s Prohibition past
• Engaging Storytelling: Guides share captivating tales about the era and immigrant influences
• Priority Access: Enjoy express entry at each venue, saving you time and hassle
• Time & Distance: A 3-hour, 1.5-mile walk through Midtown Manhattan, blending history with casual socializing
• Cost & Food: The tour costs $30, with drinks priced at $18-$28; food options are available for purchase
• Limited Accessibility: Not wheelchair accessible; guests must be 21+ with smart attire

An In-Depth Look at the Tour Experience

Starting Point and Meeting Details

You’ll meet outside the business entrance to One Worldwide Plaza on 8th Avenue, between 49th and 50th Streets. The meeting spot is easy to find, with a visible Carnegie Diner across the street and a bike rack on the sidewalk. The tour begins in the evening, perfect for those wanting to unwind after a busy day. The group size tends to be small, fostering a friendly and intimate atmosphere, which our reviewers have appreciated, calling the guide “amazing,” “engaging,” and “fun.”

The Walking Journey

The tour covers roughly 1.5 miles, allowing plenty of time to soak in the city’s vibe while moving between venues. The pace is relaxed, making it manageable for most visitors, though comfortable shoes are recommended. Expect to stroll through areas like Midtown, Hell’s Kitchen, and the Theater District—each with its own character and hidden corners.

More Great Thing To Do Nearby

The Speakeasy Stops

Three historic bars await, each selected for their authenticity, ambiance, and storytelling potential. While specific names aren’t listed, the inclusion of hidden gems suggests venues that are off the beaten tourist path, packed with character and history. These spots aren’t just bars—they’re portals to the 1920s, with some boasting vintage decor, secret entrances, or clandestine backstories.

The Guides and Their Stories

Guides like Katherine and Rory, mentioned in reviews, are more than just narrators—they’re storytellers who make history accessible and fun. They share tales about the Prohibition era, NYC’s immigrant influences, and the underground culture of the time. Reviewers noted that Rory, in particular, delivered “tons of interesting stories and facts,” adding depth to the experience.

Drinks and Food

While drinks are not included in the ticket price, they are available for purchase at each stop—ranging from $18 to $28. Guests can opt for cocktails, and some venues offer food, providing a chance to taste some classic American bar bites. The emphasis is on enjoying the atmosphere and sipping on well-crafted cocktails while soaking in the stories.

The Atmosphere and Vibe

Expect a mix of cozy, vintage-inspired interiors and buzzy, lively energy. The venues are praised for their great vibes and unique character, making each stop a memorable part of the adventure. The experience isn’t just about drinking; it’s about connecting with history and each other.

Authentic Experiences from Reviews

One traveler expressed, “This tour was so amazing! I had a great time getting to meet new people while learning so much about prohibition history and the area.” Another praised the guide’s storytelling, saying, “Our guide Rory made everything engaging and fun, with tons of interesting stories that brought the era alive.” These insights highlight that the tour isn’t just about the drinks but also about the quality of storytelling and social atmosphere.

Value and Practical Considerations

For just $30, you get priority access to three historic venues and a lively, informative guide—an excellent deal considering the price of drinks and the insider knowledge you gain. The inclusion of skip-the-line entry means less waiting and more exploring, especially in busy areas like Midtown.

However, since drinks are purchased separately, the total cost will depend on individual choices. If you’re a cocktail lover, budget accordingly. Also, the dress code leans toward smart casual, so bring your best NYC style to fit in with the vibe.

Who Should Consider This Tour?

This experience is ideal for those interested in history, culture, and cocktails. It’s perfect for groups of friends, couples, or solo travelers who enjoy stories and social outings. If you’re looking to add a unique twist to your NYC visit, this tour offers a perfect blend of education and entertainment.

It’s less suitable for those with mobility issues due to limited wheelchair access and for anyone under 21, as alcohol is involved. Also, if you prefer a more structured, seated experience, a walking tour of this nature might not suit you.

The Sum Up: Is It Worth It?

The NYC Speakeasy Adventure offers a well-rounded peek into the city’s clandestine past. With expert guides, exclusive access to hidden bars, and stories that bring the Prohibition era to life, it stands out as a fun and educational evening. The relaxed pace, combined with the social vibe and authentic venues, makes it a great value for the price.

If you’re after a taste of NYC’s secret side, enjoy craft cocktails, or want to know more about the city’s immigrant influences, this tour delivers on all fronts. It’s a fantastic option for travelers wanting an activity that’s engaging, social, and packed with local history.

Just remember to dress sharp, pace yourself with the drinks, and prepare for a memorable night of stories, sips, and city lights.

FAQ

Do I need to bring any identification?
Yes, you should bring your passport or driver’s license to verify your age, as guests must be 21+ to participate.

How long is the tour?
The tour lasts approximately 3 hours, covering a 1.5-mile walk through Midtown Manhattan and nearby neighborhoods.

Are drinks included in the price?
No, drinks are available for purchase at each venue, with prices typically between $18 and $28.

Can I book the tour and pay later?
Yes, you can reserve your spot now and pay later, with full payment due 24 hours before the tour.

Is the tour suitable for wheelchair users?
No, the tour is not wheelchair accessible, so consider this if you have mobility concerns.

What should I wear?
Smart casual attire is recommended; guests are asked to dress somewhat upscale, adding to the classy vibe of the experience.

What languages is the tour offered in?
The tour is conducted in English.

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

Are food options available during the tour?
Food can be purchased at the venues, but they are not included in the ticket price.

Where exactly do I meet the guide?
Meet outside the business entrance to One Worldwide Plaza on 8th Avenue between 49th and 50th Streets, near Carnegie Diner.

This tour is a lively, engaging way to explore a lesser-seen side of New York City, perfect for history lovers, cocktail fans, and social explorers alike.

You can check if your dates are available here: