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“The Password is ‘Swordfish'” Exploring America’s Historic Speakeasies

Written by Chris Caggiano

In the roaring twenties, an era marked by jazz, flapper culture, and the clandestine allure of Prohibition, speakeasies emerged as vibrant epicenters of clandestine socializing. Hidden behind unmarked doors, bookshelves, or even in basements, these illicit bars served forbidden spirits, becoming symbols of rebellion and resilience.

Today, the mystique of the speakeasy era is celebrated on National Bootlegger’s Day, observed annually on January 17th. Not so coincidentally, this date marks the birthday of Al Capone, one of the most notorious figures of the Prohibition era, but it also coincides with the start of Prohibition in the United States in 1920. The day serves as a reminder of the era when the production, importation, transportation, and sale of alcoholic beverages were banned across the country, leading to the rise of bootleggers and speakeasies.

Now, these former speakeasies invite modern visitors to step through their doors into a bygone era. They offer not just a drink, but a journey back to the 1920s, allowing patrons to whisper the secrets of the past over a meticulously crafted cocktail. Join us on a journey through the historic corridors of America’s most iconic former speakeasies, now serving the curious and the adventurous.

Chicago, Illinois

With its notorious past intertwined with figures like Al Capone, Chicago is a city steeped in Prohibition-era lore. This legacy is vividly alive in its former speakeasies. The Green Mill in Uptown, a historic jazz club, still resonates with the sounds and spirits of the 1920s. Once a Capone favorite, this establishment was the quintessential speakeasy, complete with hidden tunnels for quick escapes. Today, it continues to thrive, offering live jazz in an atmosphere that feels frozen in time.

Another relic of this era is The Berkshire Room, nestled in the Acme Hotel. This spot now serves as a sophisticated cocktail bar, marrying its underground history with contemporary mixology. Visiting these Chicago landmarks is an immersive journey into a past where the allure of the forbidden defined an entire era.

New York City

In the labyrinthine streets of New York City, the echoes of the Prohibition era resonate through time-honored establishments that once served as speakeasies. Greenwich Village, known for its bohemian spirit, conceals a historic gem, Chumley’s. Tucked away in its charming streets, Chumley’s began as a speakeasy in 1922 and maintains an air of mystery with its hidden entrance and absence of a sign. (You can find it at 86 Bedford Street, between Grove and Barrow Streets.)

Venturing into Midtown Manhattan, the 21 Club stands as a testament to the city’s resilient spirit during the dry years. Originally a Prohibition-era speakeasy, the 21 Club has evolved into a high-end restaurant and bar. The club has a storied history as a gathering spot for celebrities, politicians, and even a favored haunt of several U.S. Presidents.

San Francisco, California

San Francisco also harbors a fascinating Prohibition-era past. The city’s speakeasy legacy is prominently showcased at Bourbon & Branch, located in the colorful Tenderloin neighborhood. This bar, a genuine speakeasy during the 1920s, continues to uphold the secretive traditions of that time. Patrons are required to whisper a password to enter, maintaining an air of mystery and exclusivity reminiscent of its illicit origins. The venue’s interior, with hidden rooms and a labyrinthine layout, adds to the authentic speakeasy experience.

San Francisco’s maritime history played a crucial role during Prohibition, with its coastal location making it a prime spot for smuggling operations. Visiting Bourbon & Branch is is a step back into a time when the city buzzed with nefarious activities and the thrill of the forbidden.

Detroit, Michigan

Detroit is a city deeply rooted in American industrial history, but it also has a rich Prohibition-era past. This was particularly due to its strategic location near the Canadian border, making it a pivotal city for smuggling alcohol into the United States during Prohibition. A shining example of Detroit’s speakeasy heritage is The Sugar House, located in the historic Corktown neighborhood. This establishment now operates as a renowned craft cocktail bar. It pays homage to its colorful past with a meticulously curated selection of spirits and a cozy, intimate atmosphere that harkens back to the secretive gatherings of the 1920s.

New Orleans, Louisiana

New Orleans is a city synonymous with vibrant culture and spirited festivities, and it played a prominent role during Prohibition. Unlike other cities, New Orleans maintained its openly festive atmosphere, subtly integrating speakeasies into its lively social fabric. The city’s relaxed enforcement of Prohibition laws allowed for a thriving underground scene, where jazz music and illicit drinks blended seamlessly.

A notable example is the Carousel Bar & Lounge in the historic Hotel Monteleone. While the hotel itself wasn’t a speakeasy per se — more of a BYOB clubhouse — it became a popular haunt for those seeking the thrill of Prohibition-era libations. Today, the Carousel Bar, famous for its revolving bar and elegant ambiance, echoes the festive spirit of the 1920s.

Philadelphia, Pennsylvania

Rittenhouse Square, Philadelphia

Rittenhouse Square, Philadelphia

Known for its revolutionary spirit, Philadelphia harbored a network of speakeasies that catered to the city’s demand for illicit spirits. Among these, The Franklin Mortgage & Investment Company stands out as a notable example. This establishment — informally known as “The Franklin” — is located in the heart of Rittenhouse Square and operates in a space that once served as the front for the largest alcohol ring in the country during Prohibition.

Today, The Franklin Mortgage & Investment Company pays homage to its storied past with a speakeasy-inspired ambiance and an extensive menu of expertly crafted cocktails. The bar’s discreet charm and sophisticated atmosphere transport visitors back to the time of secret gatherings and whispered conversations.

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Los Angeles, California

Los Angeles, a city synonymous with glamour and the golden age of Hollywood, also has a storied past intertwined with the Prohibition era. During the 1920s, L.A. became a hub for speakeasies, especially in and around Hollywood, where movie stars and moguls sought refuge in the secretive world of illicit bars. One such location is The Varnish, a celebrated speakeasy-style bar hidden in the back of Cole’s, one of L.A.’s oldest pubs. Cole’s itself has a rich history, and The Varnish continues this legacy, offering a discreet and intimate setting that harks back to the Prohibition era’s hidden gatherings.

The Varnish captures the essence of the speakeasy with its unmarked entrance, dim lighting, and classic cocktails, providing a glimpse into the city’s secretive nightlife during the 1920s. Los Angeles’ speakeasy culture was as much about the allure of the forbidden as it was about the glamour of the emerging film industry, a fascinating chapter in the city’s dynamic history.

FAQs: 

Q: What are the best times to visit these historic speakeasies?
A: The best times to visit vary by location, but evenings and weekends typically offer the most vibrant experience. However, for a quieter visit, weekday afternoons or early evenings are ideal. Check individual speakeasy websites for specific hours and any special events.

Q: Do I need reservations to visit these speakeasies?
A: Reservations are recommended, especially for popular spots like the 21 Club in New York or The Varnish in Los Angeles. Some places may accommodate walk-ins, but it’s best to check in advance.

Q: Are there dress codes for these establishments?
A: Dress codes vary. Some speakeasies, particularly upscale ones like the 21 Club, may require smart casual or formal attire. Others are more relaxed. Checking the venue’s website or calling ahead is advisable.

Q: Can I take guided tours of these speakeasies?
A: Yes, some cities offer guided speakeasy tours. These tours often include historical background and access to multiple speakeasies. It’s a great way to learn more about the history and culture of these establishments.

Q: Are these speakeasies suitable for non-drinkers?
A: Absolutely. Many speakeasies offer a range of non-alcoholic beverages and focus on the overall experience and atmosphere, making them enjoyable for everyone.

Q: Is there an age restriction for entry into these speakeasies?
A: Most speakeasies, being bars, require patrons to be at least 21 years old. Some might allow younger visitors during specific hours or for private events, but generally, age restrictions apply.

Q: Do these speakeasies serve food?
A: Many speakeasies offer a menu of small plates or full meals, especially those operating as restaurants, like the 21 Club. It’s best to check their menus online for dining options.

Have you ever tippled at any of these former speakeasies? Tell us about it in the comments below!

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Chris Caggiano

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