Guided Speakeasy Walking Tour of New York City

Guided Speakeasy Walking Tour of New York City offers a chance to step back into the Roaring Twenties without leaving Lower Manhattan. For about three hours and $30.60 per person, you’ll visit up to seven clandestine bars, learn about Prohibition’s fascinating history, and enjoy reserved tables in some of the city’s most intriguing hidden spots. Led by knowledgeable guides like Alexander or Lyonel, this tour combines storytelling, history, and a bit of adventure — all resonating well with history buffs and cocktail lovers alike.

What we particularly love about this experience is how it reveals hidden entrances that even locals find tricky to locate, like through psychic shops or behind bank vault doors. It’s like a mini treasure hunt in the city’s back alleys. Plus, the stories about Prohibition aren’t just dry facts but are delivered in an engaging, entertaining style that keeps you hooked. The opportunity to skip long lines and get personalized table service makes the whole evening feel exclusive — a big plus if you’re tired of waiting in queues.

One thing to keep in mind: drinks are purchased at your own expense. While the craft cocktails are often of high quality, some reviews mention they can be pricey, and a couple of stops might have minimum spend requirements or limited payment options, such as no Apple Pay accepted. Also, the tour can be physically demanding, with walking involved and some venues accessed through narrow, often unmarked entrances, so moderate physical fitness is recommended.

This tour is ideal for curious travelers who enjoy stories of the past, secretive atmospheres, and lively nightlife — especially those who thrive on discovering authentic NYC spots they wouldn’t find alone. If you’re looking for a fun, educational night out that combines history, mystery, and a bit of nightlife, this could be a perfect fit.

Key Points

• Authentic Hidden Spots: Visit up to seven secretive speakeasies with exclusive access.
• Entertaining Guides: Learn about Prohibition through lively, engaging storytelling.
• Skip the Lines: Reserved tables and priority entrance save time and hassle.
• Vintage Atmosphere: Experience vintage-inspired decor and sometimes even entertainment like burlesque.
• High-Quality Cocktails: Enjoy craft drinks inspired by vintage recipes (own expense).
• Small Group Experience: Usually capped at 10 travelers for a more personal feel.

A Detailed Look at the Speakeasy Tour Experience

The Starting Point and Initial Impressions

The tour begins at 67 Clinton St in Lower Manhattan, an area brimming with history and local flavor. Meeting in a shaded park with seating and water, you get a relaxed start and a chance to chat with your guide before heading into the adventure. Your guide, often a local with a passion for NYC’s history, kicks things off with some colonial-era tales and fun facts—like why New Yorkers say “bucks” for dollars or how the pronunciation of “Houston” differs here than in Texas. These tidbits set a lively tone and get everyone engaged.

The Journey Through Prohibition-Era NYC

As the group sets off, your guide explains the history of Prohibition, which ran from 1920 to 1933, and how it spurred the underground drinking scene. The highlight is discovering unmarked entrances that can be hard to find—like through a psychic shop, a bank vault, or behind an unassuming door. Realized through well-researched routes, the tour provides a sense of adventure, almost like a spy mission. Several reviews mention how guides like Lyonel or Jett are excellent at weaving history into fun stories, making it easy to envision the city’s clandestine nightlife.

Visiting the Speakeasies

The core of the tour is visiting up to seven different venues, each with its own vibe. Some spots are modern incarnations of vintage bars, while others are actual surviving speakeasies from the 1920s, often hidden behind seemingly ordinary facades. One reviewer notes the variety in styles and locations, which keeps the experience fresh and interesting. Some venues may feature burlesque or live entertainment, adding to the immersive atmosphere.

While inside, you’re free to order whatever drinks you like, but remember they are not included in the tour price. Reviews often mention the quality of cocktails, with some saying they are “delicious and unique,” though a few note they can be expensive—sometimes with a minimum spend requirement or no Apple Pay options. This is worth considering if you’re on a budget but still want the authentic experience.

Unique Entrances and Hidden Secrets

A big part of the fun is finding the unmarked entrances. Guides often show pictures or give clues beforehand, making you feel like part of a secret society. Some venues are accessed through doors that blend into the surroundings, or behind odd storefronts, adding a sense of adventure and discovery. Several reviewers mention how they would have never found these places on their own, emphasizing the educational value of the tour.

Atmosphere and Entertainment

The ambiance in these venues ranges from cozy vintage lounges to glamorous retro speakeasies. Some locations offer special features, such as jazz music, burlesque acts, or psychic readings, that heighten the nostalgic feel. As one reviewer notes, “The speakeasy was fab! I would have loved to stay longer.” The tour often ends in a lively neighborhood, where you can linger or explore more bars, comedy clubs, or live music venues.

The Guide and Group Dynamics

Guides like Alexander, Lyonel, or Jett are repeatedly praised for their knowledgeable and personable style. They enhance the experience with interactive stories and fun facts, making the history come alive. With group sizes often capped at 10, the tour maintains an intimate vibe, allowing for questions and a more personalized experience. Some reviews highlight guides’ humor and storytelling skills, which keep the atmosphere light and engaging.

Practicalities and Considerations

While the tour is well-organized, a few reviews mention disappointments, such as certain venues being closed or having minimum spend requirements that some guests found costly or inconvenient. Also, since walking is involved, wear comfortable shoes, and be prepared for some venues that might be accessed through narrow or unmarked doorways. The tour operates rain or shine, so check the weather forecast before heading out.

Who Will Love This Tour?

If you’re someone who appreciates history, secretive spots, and vintage atmospheres, you’ll find plenty to enjoy. It’s especially recommended for history buffs, nightlife enthusiasts, or those seeking a fun, immersive experience. The tour combines storytelling with authentic NYC charm, making it suitable for curious travelers willing to walk and explore.

Final Thoughts on Value and Experience

At just over $30, this tour offers a solid value for the experience. You get priority access, the chance to visit multiple hidden spots, and engaging stories from guides who genuinely seem to love sharing their knowledge. The fact that it’s a small-group experience makes it more personal and enjoyable, especially in a city like NYC where hidden gems are often tucked away.

The quality of guides, variety of venues, and historical context make this tour stand out among nightlife experiences. Yes, drinks are on you, but the ambiance, insider knowledge, and discovery make it worth the extra expense if you’re in the mood for something different. It’s best suited for travelers who want more than just a bar crawl—they want to learn, explore, and feel like they’re part of a secret NYC story.

FAQ

Q: How long does the tour last?
A: Approximately three hours, making it a perfect evening activity without feeling rushed.

Q: What is included in the price?
A: The cost covers the guided tour, skip-the-line access to speakeasies, and a list of all places visited after the tour.

Q: Are drinks included?
A: No, drinks are purchased separately at each venue. Prices and minimum spend requirements vary.

Q: Is this tour suitable for non-drinkers?
A: While you can enjoy the atmosphere and learn the history, the main activity involves visiting bars and ordering drinks, so it may not suit those abstaining from alcohol.

Q: How many people are in each tour group?
A: Usually capped at 10 travelers, ensuring a small and personalized experience.

Q: What should I wear?
A: Sneakers and jeans are fine; avoid gym wear and fur. Dress comfortably for walking and navigating narrow entrances.

Q: Can I cancel if my plans change?
A: Yes, free cancellation is available up to 24 hours before the tour for a full refund.

To sum it up, this Guided Speakeasy Walking Tour offers a fun, educational, and slightly mysterious way to discover New York City’s underground nightlife. Perfect for history buffs, cocktail enthusiasts, and curious explorers, it combines storytelling, hidden locations, and vintage charm in a way that’s hard to replicate on your own. Whether you’re in town for a special night out or just want to experience a different side of NYC, this tour delivers a memorable journey into the city’s bygone era.