Chicago, Prohibition Speakeasies Bus Tour or Walking Tour

Discover the tales of notorious figures such as gangsters and politicians through guided tours featuring iconic speakeasies that once played pivotal roles in shaping American history.

Explore the rich history of Chicago's renowned Prohibition-era speakeasies on either the Hidden in Plain Sight Downtown Walking Tour or the Original Chicago Prohibition Neighborhood Bus Tour.

The Hidden in Plain Sight Downtown Walking Tour offers a detailed examination of how alcohol circulated throughout downtown Chicago during Prohibition. This guided exploration reveals the contrasting underworld settings of gangster dens and exclusive venues frequented by Chicago's elite. Participants will visit three iconic Chicago speakeasy landmarks in the Loop and River North areas, including locations known for both infamous figures like Al Capone and revered individuals such as wealthy socialites. By delving into the evolution of these establishments over time, attendees gain insights into the profound changes wrought by Prohibition while also experiencing the enduring allure of Chicago's historical drinking culture.

Alternatively, the Original Chicago Prohibition Neighborhood Bus Tour provides an engaging overview of Prohibition's impact across various Chicago neighborhoods. Embarking upon a scenic route from the Gold Coast Historic District to Lincoln Park, Wicker Park, and finally arriving in River North, this tour visits four notable speakeasy sites. Visitors will discover how Prohibition shaped each area, revealing stories of lawlessness and innovation alike. Each stop allows participants to sample traditional drinks representative of the era, offering a taste of the past alongside a glimpse into contemporary Chicago life.