Private Speakeasy Pub Crawl in Chicago with Local Historian

Chicago, US
85% of travellers recommend this
Excellent (5 reviews)

Included

  • inclusion
    Skip-the-line tickets
  • inclusion
    Bottled water
  • inclusion
    Professional historian tour guide
  • inclusion
    Guaranteed to skip the long lines
  • inclusion
    Luxury private transportation
  • inclusion
    Hotel/port pickup and drop-off

Excluded

  • exclusion
    Alcoholic drinks (available to purchase)

Pickup

Check if pick-up is available from your location, you will select during checkout (providers may allow other pickup locations)

Pickup Location
Chicago Athletic Association Hotel
Chicago Marriott Downtown Magnificent Mile
Hampton Inn & Suites Chicago-Downtown
Hilton Chicago
Hotel Versey Chicago Lincoln Park
I will contact the supplier later
W Chicago - Lakeshore
We can pick you up from your hotel or any other venue within the Chicagoland area. Please specify when booking.

What to expect

We’ll visit old bars of Chicago, many preserved in original condition, that were open during prohibition in the 1920’s. Enter by way of the “secret” entrance and enjoy one of the same cocktails ordered by the infamous Chicago gangsters & bank robbers at these venues nearly a century ago. Al Capone’s personal favorite was “The South-side.” Relive the glamour of the 1920’s while listening to stories of the rampant racketeering and bootlegging of the era. This tour will visit several of these historic venues still in operation as speakeasies today in and around the Chicagoland area. The tour guide will tell the history behind and make recommendations for prohibition era cocktails, but the price of food and/or drinks is not included in the price of the tour. Dress is fancy casual or… For fun, you are welcome to wear period clothing like your Guide.
1

Green Mill

2

The Loop

3

Palmer House Hilton Historic Lobby

The experience can be subject to change due to bad weather or unforseen circumstances. We always endeavour to give you the best possible experience.

Additional Information

  • Additional information
    Wheelchair accessible
  • Additional information
    Public transportation options are available nearby
  • Additional information
    Suitable for all physical fitness levels
  • Additional information
    Minimum drinking age is 21 years
  • Additional information
    Dress code is smart casual
Provided by Chicago Tours

What our experts say

  • icon
    Try the South-side cocktail at Green Mill.
  • icon
    Dress in 1920s attire for added fun.
  • icon
    Visit nearby Al Capone's former haunts.
  • icon
    Check out the Palmer House lobby for history.
  • icon
    Explore The Loop for great dining options.

More About this Experience

Introduction

Step back in time and experience the thrill of the Prohibition era with our Private Speakeasy Pub Crawl in Chicago. This one-of-a-kind tour is perfect for those seeking a unique and exciting night out on the town. Led by a local historian, you'll delve into the fascinating history of Chicago's underworld during the 1920s, visiting hidden bars and secret venues that were once frequented by notorious gangsters like Al Capone. Get ready to immerse yourself in the glitz and glamour of the roaring twenties as you sip on classic cocktails and uncover the secrets of this captivating period in American history.

What to expect?

During this tour, you can expect to visit a selection of old Chicago bars that have been preserved in their original condition since the prohibition era. Enter through secret entrances just like the speakeasies of the past and indulge in the same cocktails that were favored by infamous gangsters and bank robbers. Your knowledgeable guide will regale you with tales of racketeering, bootlegging, and the colorful characters who once roamed these hidden establishments. This immersive experience will transport you back in time, allowing you to relive the excitement and allure of the 1920s.

Who is this for?

This Private Speakeasy Pub Crawl is designed for anyone seeking an unforgettable night out in Chicago. Whether you're a history buff, a cocktail enthusiast, or simply looking for a unique way to celebrate a special occasion, this tour is perfect for you. Gather your friends, plan a bachelor or bachelorette party, or organize a corporate event that your colleagues will be talking about for years to come. Everyone is welcome to join in on the fun and discover the hidden secrets of Chicago's prohibition era.

Why book this?

What sets our Private Speakeasy Pub Crawl apart is the expertise of our local historian guide. With a deep knowledge of Chicago's history and a passion for storytelling, they will bring the Prohibition era to life, making this tour both educational and entertaining. The opportunity to visit historic venues that have been transformed into modern-day speakeasies is truly unique. By participating in this tour, you'll gain a deeper understanding of Chicago's past, while enjoying delicious cocktails and immersing yourself in the glamorous atmosphere of the 1920s.

Good to know

It's important to note that the price of food and drinks at the venues is not included in the tour price. However, our guide will provide recommendations for prohibition era cocktails, ensuring you have an authentic experience. Additionally, we encourage guests to embrace the spirit of the 1920s by dressing in fancy casual attire or even donning period clothing. This will enhance the overall ambiance and transport you further into the world of the speakeasy. So, come prepared to step back in time and enjoy an unforgettable evening of history, cocktails, and camaraderie.

Reviews

Previous participants of our Private Speakeasy Pub Crawl have raved about their experiences. They have praised the knowledgeable and engaging guides who brought the history of the Prohibition era to life. Guests have enjoyed visiting the hidden bars and secret venues, feeling like they were a part of the roaring twenties. Many reviewers have also appreciated the opportunity to try authentic cocktails from the era, further immersing themselves in the ambiance of the time. Overall, the feedback has been overwhelmingly positive, with participants hailing this tour as a must-do for history enthusiasts and those looking for a unique night out in Chicago.

Select Currency