Alton Odyssey Tours’ three-hour shuttle outing links five locations to Madison County’s bootlegging and speakeasy history, with Roaring Twenties character portrayals developed with Vintage Voices.

All times are local to the venue · America/Chicago
In Madison County, the story of Prohibition includes more than a change in the law: Alton Odyssey Tours connects the national ban to disrupted livelihoods and the local underground trade that followed. Its Nov. 21 shuttle tour uses five locations and character portrayals to explore that history.
The tour’s account places Madison County among communities that favored staying “wet” before Prohibition. In 1919, the 18th Amendment prohibited the manufacture, transportation and sale of intoxicating liquor. The operator emphasizes the economic consequences: some people lost jobs and businesses closed.
The ban did not end drinking, according to the tour’s historical framing; it pushed it underground. Speakeasies, bootleggers and moonshiners became part of the story, as did organized crime from Chicago and St. Louis reaching Alton. That local focus makes the tour about both the law and the illicit trade that grew around it.
Further reading: Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · Alton Odyssey Tours ↗

The event listing gives the hours as 2–5 p.m. Alton Odyssey Tours says its Prohibition Tours average about three hours.
Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · FAQ ↗
The tour begins at The Conservatory, 554 E. Broadway, Alton, IL 62002.
Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · FAQ ↗
The event listing gives admission as $60 per person.
Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · Alton Odyssey Tours ↗
A valid photo ID is required. Guests may not bring their own alcohol, and the operator asks participants not to overindulge before the tour. It reserves the right to refuse service to intoxicated guests; its policy says there is no refund in that circumstance.
The operator notes that the tour involves some walking and standing, as well as steps and uneven surfaces. Consider those conditions when deciding whether the outing suits your needs.
Alton Odyssey Tours requires a minimum of 20 reservations. If the operator cancels, it says it will work with guests to reschedule on a mutually agreeable date or refund their tickets; its stated policy otherwise does not promise refunds.
For reservation questions, the operator lists 618-433-1392 and [email protected].
Meet at The Conservatory, 554 E. Broadway, Alton, IL 62002. The event listing’s map link can calculate directions from your starting point. No transit, parking or entrance details are listed for the event.
Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · FAQ ↗
The operator describes a shuttle trip to five locations with Roaring Twenties character portrayals developed with Vintage Voices. The published materials do not name the stops or the characters scheduled for this date.
Alton Odyssey Prohibition Shuttle Tours | Great Rivers & Routesr&r-primary-logor&r-primary-logor&r-primary-logo ↗ · Alton Odyssey Tours ↗
The operator says the tour begins and ends with a specially crafted Prohibition-era cocktail and includes samples along the route. It does not specify serving counts or pour sizes, and guests may not bring their own alcohol.
Alton Odyssey Tours says it will work to reschedule guests on a mutually agreeable date or refund their tickets. Its policy does not promise refunds otherwise, and the operator requires a minimum of 20 reservations.
The shuttle is enclosed, but the operator notes some walking and standing, steps and uneven surfaces.
554 E. Broadway, Alton, Illinois 62002
Map search by venue and address. Check the organiser’s entrance details before travelling.
Images from the linked sources. Each caption identifies the context of the image.
Event, planning and background information checked 2026-11-04 against the linked sources.