Gangsters and the prohibition era
On the Road to Gangsters, Speakeasies, and Prohibition (3 hours, offered year-round)
Picture yourself getting out of a shiny black Cadillac, wearing a three-piece suit, and a Borsalino tilted on your head, with a Cuban cigar in your mouth! In this Chicago gangster tour, reimagine yourself as the infamous Al Capone. While Chicago officials have tried to erase its gangster past—hidden underground tunnels, countless speakeasies, and gangster hotspots—remnants of this roaring era remain. The Green Mill Lounge, once part-owned by Capone’s underling, “Machine Gun” Jack McGurn, is one of these gems. See Al Capone’s favorite booth (with windows on both sides so he could look over his shoulder!), the Prohibition era “trap door” bar entrance, and the ornate art deco bar. In the Blackstone hotel, “Lucky” Luciano hosted a gangster’s convention in 1931. Did they wear nametags? Re-imagine key Prohibition events of the 20s and 30s. In the St. Valentine’s Day massacre, which took place February 14, 1929, gunfire broke out between Capone’s gangsters and those of Irish rival, George “Bugs” Moran. Seven of Moran’s group were shot. Everyone assumed by Capone, who again got away with murder. The prize? Full control of the City’s lucrative gambling, bootlegging and prostitution business. No surprise that Capone was worth an estimated $60 million. For the next 3 hours stay vigilant; a gangster needs to constantly look over his shoulder!
Private tour by vehicle: From 1 to 40 people.
Duration of the tour: 3h.
Meeting point: Will be emailed with your booking confirmation.
Period: All year-round.
Days: Schedule at your convenience – Contact us
Private tour:
Transportation 3h30 (Monday to Thursday):
1 to 2 guests by sedan: $999
3-5 guests by SUV: $1069
6-10 guests by minivan: $1210
11 guests to 19 guests by minibus: $1380
20 guests to 40 guests by bus: $1490
Add-on Transportation (Friday to Sunday):
6-10 guests by minivan: $1370
11 guests to 19 guests by minibus: $1579
20 guests to 40 guests by bus: $1690
It is possible to schedule this tour at your convenience so please contact us if you have specific dates so we can check availability.
Travel agencies and Travel professionals: Please contact us for your preferential rate.
Services included: 3-hour tour with a licensed guide. Minivan or bus.
Services not included: Tips for the tour guide, personal expenses, transfer to the meeting location.
Accessibility: This tour is possible for people with disabilities in wheelchairs, contact us for rates and logistics.
This tour is available for the hearing impaired. We can provide a translator for sign language. Please contact us for rates and availability.
Guide: Our licensed guides reserve the right to cancel the scheduled tour due to weather conditions (rain, storm, snow or other). In case of cancellation, we can offer you an alternative date or a total cancellation, in which case we will give you a full refund.
Cancellation Policy Private Tour: If you cancel more than 15 days prior to your tour, a 50% refund will be given. If you cancel less than 15 days prior to your tour, no refund will be given.
Videos and pictures: We reserve the right to record video footage and photography in connection with future promotional and publicity for MAD Tours and Events on social media and website.
Belongings: Mad Tours and Events is not responsible for any personal items which are lost, stolen or left behind.
Passenger Voucher check-in Instructions: On the day of tour or activity, please arrive 15 minutes early to the tour departure point at the indicated address sent with your confirmation.
Pet: As much as we love them, they are not allowed.
Taxes & Booking fees: They are not included in the rate. Those fees will be indicated once you start the booking reservation process
Request to reschedule your tour: All requests to reschedule your tour must be made in writing and sent to us via email more than 7 days prior to your tour or activity. There are no exceptions. Without an email, we will not be able to reschedule your tour.
No show: Please note that if you do not show up on the day of your tour or activity, your tour is forfeited.
Taxes & Booking fees: They are not included in the rate. Those fees will be indicated once you start the booking reservation process.
