
Unholy Toledo Tour: Gambling and Gangsters in the Glass City
Driving Tour
About the Tour
This is an updated tour with new locations and stories added!
In 1931, during the era of G-Men, speakeasies, and Pretty Boy Floyd, a gang of Detroit wiseguys led by Thomas “Yonnie” Licavoli arrived in Toledo and brought with them a wave of violence unseen in Toledo's past: 14 murders in 36 months. Are you ready for the inside story? Welcome to the Unholy Toledo Tour!
Get ready for a unique drive – and a trip back in time. Along the way, you’ll:
• WITNESS Toledo as it was during the "unholy" years, when the "Tenderloin" district was as infamous as the Glass City’s gambling halls.
• STAKE OUT the hot spots and hit spots.
• INVESTIGATE the Licavoli Gang, club owner Jack Kennedy, kingpin Jimmy Hayes, and a cast of characters — major and minor, good and bad, but all historically accurate!
• EXPLORE Toledo from World War I through to the Prohibition Era and the end of World War II.
The most sensational crime of the era happened in July 1933 when a young club owner and bootlegger named Jack Kennedy was gunned down in Point Place. This tour tells Jack's story, from start to finish, over the course of a two-hour-long driving tour covering the downtown area and northern Toledo.
Make sure you check out our store after your tour and pick up some Unholy Toledo Tour swag! And don't forget our other tours at holytoledohistory.com.
Credit:
The material for this tour is made possible by the outstanding research of two local historians, Ken Dickson and Terry Shaffer. Ken Dickson is the author of Nothing Personal Just Business, Prohibition and Murder on Toledo's Mean Streets, and Something for Nothing: Gambling in the Glass City. And Terry Shaffer is the author of Illegal Gambling Clubs of Toledo. Credit is also due to our local newspapers for their in-depth reporting during this turbulent time in Toledo history.
Music for this tour is provided by Bensound.com.
Tour Producer

Tedd Long
Major Landmarks
-
Valentine Theatre
-
Central Post Office
-
The Warehouse District
-
Cullen Park
-
Dixie Highway
-
The Villa
-
Commodore Perry Hotel
Directions to Starting Point
Our tour begins in front of the Art Tatum Celebration Column, located at the corner of Madison and Superior in downtown Toledo. The address is 507 Madison, directly behind the Huntington Center.
Tips
Places to stop along the way
Looking for a place to grab a bite to eat along the way? At the beginning of our tour, I'd recommend the Coney Island Hot Dog ($) or Georgio's ($$$$) near the Valentine Theatre to get started. Towards the middle of the tour, I'd check out Michael's Bar and Restaurant at Michigan and Monroe ($$) or wait until we hit Point Place and try Webber's Waterfront Restaurant ($$$).
Best time of day
Traffic is generally not an issue along the tour, but it can be a problem getting to and from the tour route during peak commuting hours. On work days, it is best to begin after 10 a.m. and conclude before 4 p.m. Traffic is light after 6 p.m. but be sure you will have enough daylight to see the sights.
Precautions
Please obey the rules of the road and drive safely. Always make sure your vehicle is out of the way of traffic when pulling over for tour presentations. All of the roads used are public and traffic on some can be fairly heavy. Use caution, especially when pulling into traffic or slowing for a stop. Obey all posted speed limits and traffic regulations. Distracted driving is dangerous,
If you exceed posted speed limits, you may bypass VoiceMap directions and information.
Great tour - did not do well with direction !!!