The Secret Speakeasies and History Experience!

REVIEW · NEW YORK CITY

The Secret Speakeasies and History Experience!

  • 5.069 reviews
  • 3 hours (approx.)
  • From $38.00
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Operated by Telltale Tours · Bookable on Viator

Traveller rating 5.0 (69)Duration3 hours (approx.)Price from$38.00Operated byTelltale ToursBook viaViator

Secret doors and history in one night. I love that you get express entry and free admission at every stop, so you spend less time waiting and more time enjoying. I also love the small group size, which keeps the stories and bar-hopping feel personal. One heads-up: the $38 ticket covers access and guiding, not drinks, so plan on spending extra.

You’ll start in Midtown near 825 8th Ave and end up in Hell’s Kitchen after about 3 hours of walking, viewpoints, and speakeasy-style venues. The dress code is upscale casual, so come ready to look like you belong in a cocktail bar, not a gym. Expect some moderate walking, plus at least one rooftop stop where weather and comfort matter.

Guides for this kind of Prohibition-themed night have included hosts such as Walter, Arielle, Emma, Ryan, and Kate, and the pattern is clear: lively storytelling plus practical help ordering and navigating busy spots. If you’re expecting only ultra-secret, floor-hidden-door speakeasies every single time, you may find that some stops lean more modern and scene-y than strictly hidden.

Key Points You Should Know Before You Go

The Secret Speakeasies and History Experience! - Key Points You Should Know Before You Go

  • Free admission and express entry at each location keeps your night moving.
  • At least three speakeasies and historic bars with different vibes, not cookie-cutter stops.
  • Rooftop skyline views with a close look at the Empire State Building.
  • Immigrant neighborhood stories tied to the Prohibition-era rise of NYC nightlife.
  • Maximum of 15 people for a smaller-group feel and easier pacing.
  • Upscale casual dress so the whole group matches the bar atmosphere.

A Prohibition Speakeasy Tour That Plays Nice With Your Schedule

The Secret Speakeasies and History Experience! - A Prohibition Speakeasy Tour That Plays Nice With Your Schedule
This tour is built for one specific goal: a fun NYC night with Prohibition-era storytelling, without the usual hunting for the right door, the right time, and the right line. For $38, you’re paying mostly for access—plus a licensed host to connect the dots between Manhattan nightlife and the laws (and people) that made speakeasies happen.

You’ll be out for about 3 hours, which is long enough to feel like you did something memorable, but short enough to still have energy for a post-tour dinner. The group size tops out at 15, which matters in New York where crowds can turn a good plan into a slow shuffle.

The experience is offered in English, and you get a mobile ticket. That means less time figuring out where you go next and more time focusing on the night itself.

You can also read our reviews of more historical tours in New York City

Starting at 825 8th Ave and Ending in Hell’s Kitchen

The Secret Speakeasies and History Experience! - Starting at 825 8th Ave and Ending in Hell’s Kitchen
The meeting point is 825 8th Ave, New York, NY 10019, and the tour ends in Hell’s Kitchen (10036). That matters because the walk-and-stop format works best when you’re ready to move through Midtown and into one of NYC’s most nightlife-heavy neighborhoods.

You’re also told to have a moderate physical fitness level. Translation: expect walking in busy streets and standing at viewpoints. The good part is that it’s designed for an evening pace, not a marathon.

Dress code is upscale casual—no sportswear and no ripped clothing. You don’t need a suit, but you do need to look like you’re going out for cocktails. If you’re unsure, think: clean, well-put-together, and comfortable enough to stand and walk for a couple hours.

Times Square First: Getting Your Bearings Before the Stories

The Secret Speakeasies and History Experience! - Times Square First: Getting Your Bearings Before the Stories
Your night begins with a walk through historic Times Square. This is a smart opener. You start in a landmark area, so you get orientation fast. Then the guide can set the tone for the Prohibition theme—how NYC life changed, how people responded, and why certain neighborhoods became nightlife magnets.

Times Square can feel loud and chaotic. That’s part of the point. The tour uses that energy as a contrast to what comes next: the more controlled atmosphere of speakeasy-style bars, where a hidden-door feeling meets real cocktail craft.

What to watch for here is your guide’s pacing. A good Prohibition story isn’t just facts—it’s timing. Starting in Times Square gives you a common reference point before the skyline views and bar stops take over.

Rooftop Views and an Empire State Close-Up

The Secret Speakeasies and History Experience! - Rooftop Views and an Empire State Close-Up
One highlight is the rooftop lounge stop with panoramic views of the Manhattan skyline, including the Empire State Building up close. This part is where the tour earns its keep as a mix of nightlife and scenery.

Even if you’ve seen NYC photos before, this view type tends to feel different in person. You’re not just looking at buildings—you’re experiencing the scale. And because the Empire State Building is included in the close-up view, it adds a concrete “wow” moment early enough that the night doesn’t feel like all walking and standing around.

Rooftops also mean weather matters. If it’s windy or chilly, you’ll feel it more than you would on a street-level sidewalk. The tour runs with the expectation of good weather, so dress with layers in mind.

Broadway-Adjacent Energy and Why It Fits the Theme

The Secret Speakeasies and History Experience! - Broadway-Adjacent Energy and Why It Fits the Theme
You’ll also spend time in the area known as the home of Broadway shows and great restaurants. Even without stepping into a theater, this neighborhood context helps explain why Prohibition-era nightlife was never just about alcohol. NYC entertainment culture and public life were always connected to how people socialized, gathered, and looked for sanctioned fun.

Broadway also adds a useful contrast to speakeasies. Speakeasy places often feel like an alternate stage: the dim lighting, the theatrics of hidden menus, and the sense of character in the room. Broadway’s presence nearby makes it easier for the guide to connect nightlife trends to the larger city mindset.

If you like the idea of your tour mixing city culture with bar culture, this stop works. If you mainly want quiet history, you might find the Broadway area a little lively. That’s the trade: this is an evening out, not a museum.

The Main Event: At Least Three Speakeasies With Free Entry

The Secret Speakeasies and History Experience! - The Main Event: At Least Three Speakeasies With Free Entry
The heart of the experience is visiting at least three historic bars, pubs, and speakeasies. The key value is that you get free admission and express entry at each location. In practice, this helps you avoid the worst timing problems—long lines, uncertain door policies, and awkward delays when everyone is trying to order at once.

You’ll find that the venues are not meant to feel identical. One stop might lean into a modern, music-forward vibe like hip hop energy. Another could feel more showy—stage-scene models or a theatrical feel. A third may bring live music. Not every night will be the same mix, but the variety concept is consistent: you’re meant to experience different bar personalities in one structured evening.

Drinks and food are extra, so budget like a realist

Alcoholic beverages, food, and drinks are not included. One theme that comes up is that cocktails can be pricey—think around the level of a full-on cocktail experience at Manhattan venues. If you want to try one drink at each stop, bring spending money accordingly.

The good news is you’re not stuck paying for admission more than once. Your ticket covers entry and the guide. So once you’re in, the “what you do next” is on you.

What if you’re hunting for perfectly hidden doors?

One lower-score concern was that only the first stop felt truly secret, while later spots felt more like standard nightlife venues. That’s worth considering. If your definition of speakeasy is a literal hidden-door mystery every time, you might feel slightly let down.

If your definition is broader—secretive atmosphere, Prohibition storytelling, and a guided path into well-chosen cocktail bars—this format usually lands well.

Prohibition-Era NYC Through Immigrant Stories

The Secret Speakeasies and History Experience! - Prohibition-Era NYC Through Immigrant Stories
A big part of the tour’s payoff is how it connects speakeasy culture to neighborhood people and history. You’ll hear immigrant stories tied to a legendary NYC neighborhood that played a prominent role in the Prohibition era.

This is more than trivia. It helps you understand why certain bars and neighborhoods became safe-feeling social spaces when rules tightened. It also gives you a way to read the city while you’re walking—why there are so many long-running watering holes, and why nightlife in Hell’s Kitchen and nearby Midtown has always had deep roots.

Guides for this experience have been praised for mixing humor with story detail—names like Walter, Julian, Arielle, Emma, and Ryan come up as hosts who make the history feel like a living script, not a lecture. You’ll likely leave with a better sense of how NYC laws shaped everyday behavior, and how people reinvented social life when alcohol was restricted.

Price and Value: What $38 Actually Buys You

The Secret Speakeasies and History Experience! - Price and Value: What $38 Actually Buys You
Let’s be plain about it: $38 is not a full open-bar tour. Drinks and food are purchases at the venues, and gratuity isn’t included.

So why does it feel like good value for many people? Because you’re paying for:

  • Licensed host/guide and guided storytelling
  • Free admission and express entry at each location
  • Structured access to a minimum of three major bar stops
  • A curated route that takes you from Midtown context to Hell’s Kitchen nightlife

In New York, express entry can be worth real money in time and convenience, especially on weekends or evenings when popular bars have lines. Your ticket is essentially buying you smoother transitions between places—so you spend your energy enjoying the rooms instead of negotiating doors.

If you plan to drink steadily at three bars, your total night cost will rise fast. Still, you end up with three distinct atmospheres and history tied to the venues you’d likely miss on your own.

How to Dress for Upscale Casual Without Overthinking It

The dress code is upscale casual with no sportswear and no ripped clothing. That’s a clear signal that the venues you visit aim for a certain look and tone. It also means you should skip anything too casual—like worn gym gear—even if it’s comfortable.

At the same time, you’ll be walking and standing. My advice: dress up a notch, but keep shoes and layers practical. If it’s cool, bring something light you can handle for rooftop air.

Also note: the tour has a moderate physical fitness requirement. Clothing that’s too restrictive can make a rooftop stop less fun than it should be.

Small Group Size: Why 15 People Feels Better Than a Big Bus

A max group size of 15 is one of the best parts of this style of tour. Smaller groups mean:

  • Less waiting for everyone to regroup
  • More time for the guide to answer questions
  • A more social vibe without feeling swallowed by the crowd

Some people go solo and like the chance to meet folks without the full chaos of a bar line. Couples often like it too because it’s a planned date-night structure: you’re moving together, learning, and then you can optionally keep the night going after.

If you hate crowds or prefer calmer pacing, the small size helps.

Weather and Timing: The Practical Side of a Rooftop Tour

This experience requires good weather. If conditions aren’t right, you’ll be offered a different date or a full refund. That’s especially important here because rooftops are part of the plan.

Also, this tour is often booked ahead—on average about 33 days in advance. That’s a gentle hint not to wait until the last minute if you’re traveling during busy weekends.

Who Should Book This Speakeasy and History Night

This tour fits best if you want:

  • A guided Prohibition-themed night with context, not just bar-hopping
  • Express entry so your evening stays on track
  • Three different venues with different vibes
  • A small-group experience near Hell’s Kitchen and Midtown

You might skip it if you:

  • Only want drinks included (they’re not)
  • Expect a guaranteed literal hidden-door speakeasy for every stop
  • Want a mostly quiet, sit-and-listen history lesson rather than an active evening

If you’re okay with spending extra on cocktails and you enjoy a fun, slightly theatrical city night, you’ll likely have a good time.

Should You Book Secret Speakeasies and History in NYC?

I’d book it if you want a structured Manhattan night with express entry, a small group, rooftop views, and Prohibition-era immigrant stories tied directly to the bars you visit. For many people, the value comes from the access and guidance more than the alcohol pricing.

Skip it if your priority is bargain drinking or if you’re picky about what counts as a true secret door in every venue. This is history plus nightlife, not a free-for-all.

FAQ

How long is the Secret Speakeasies and History Experience?

It runs for about 3 hours.

Where does the tour start and end?

It starts at 825 8th Ave, New York, NY 10019, and ends in Hell’s Kitchen, New York, NY 10036.

How much does it cost?

The price is $38.00 per person.

What’s included in the ticket price?

You get free admission and express entry at each location, a licensed host/guide for the evening, and visits to at least three iconic bars and speakeasies. You’ll also hear about Prohibition-era NYC history.

What’s not included?

Alcoholic beverages, drinks, and food are available for purchase at the venues, and gratuity is not included.

How many people are in the group?

The tour has a maximum of 15 travelers.

Is there a dress code?

Yes. Dress code is upscale casual. No sportswear or ripped clothing is permitted.

What if the weather is bad?

The experience requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.

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