Step back in time and discover the stories that helped shape our region during Prohibition Week in Windsor August 17th through the 23rd – including the Riverfront Speakeasy taking place on Saturday August 22nd at the Legacy Beacon,Β Michael D. Hurst Legacy Park, part of Experience Windsor.
Long before Windsor became a world-renowned food, drink, and entertainment destination, our region played a pivotal role in one of North America’s most fascinating eras. From legendary rum-running routes across the Detroit River to iconic distilleries and hidden speakeasies, Prohibition left a lasting mark on our communities. Learn more about the history by clicking here.
Throughout the week, immerse yourself in guided tours, historical experiences, themed events, tastings, and exclusive activities that celebrate this remarkable chapter of our past. Whether you’re a history enthusiast, whisky lover, or simply looking for a unique experience, Prohibition Week offers the perfect opportunity to uncover the people, places, and stories that made Windsor one of Canada’s most legendary Prohibition destinations.
We’ve put together some exclusive events and experiences all week for you to enjoy and discover. Check out the full list below – then click the icons for details and exclusive pricing available JUST for Prohibition Week – and plan to join us for the ultimate gathering on Saturday August 22nd during the Riverfront Speakeasy at the Legacy Beacon, admission is free!
What’s Happening
- MONDAY – Rum Runners Tour & Willistead Manor and Coachhouse Tours
- TUESDAY – Free Day at Museum Windsor – Chimczuk Museum & Willistead Manor and Coachhouse Tours
- WEDNESDAY – Walkerville District Walking Tour
- THURSDAY – J.P. Wiser’s Experiences Tours & Tastings
- FRIDAY – Windsor Premier Cruises Prohibition Boat Cruise & WIFF Screening ‘The Great Gatsby’
- SATURDAY – Riverfront Speakeasy at the Legacy Beacon
All Week Experiences
- Barrels Bottles & Brews Trail Prohibition Week Flight Log
- Cocktail Specials at Select ‘Speakeasies’
- Exclusive Small Business ‘Speakeasy Password’ Discounts
- Monday August 17th 6-8pm & Tuesday August 18th 9-11am
- Tickets: $3.50
- Tickets available at the door. First come first served. Click here for details.
- Thursday August 20th – 11am, 1pm, 3pm, 5pm
- Tickets: $12.50
- Advanced tickets suggested. Limited availability. Click here for details.Β
- Friday August 21st – 7pm
- Tickets: $5
- Advanced tickets available now or at the door. Click here for detials.
Riverfront Summer Series
Riverfront Speakeasy
- Saturday August 22nd – 5pm-10pm
- Legacy Beacon, Michael D. Hurst Legacy Park, Streetcar No. 351 and Windsor Sculpture Park
Step into another era as Riverfront Speakeasy transforms the waterfront into a stylish open-air experience inspired by Windsorβs Prohibition-era history, streetcar legacy, and vibrant arts scene. Stroll beneath cafΓ© lights as jazz musicians, vintage cars, illuminated sculptures, and surprise performances bring the park and sculpture garden to life. Discover hidden corners throughout the site featuring interactive art, fortune tellers, LIVE entertainment, and immersive experiences inspired by the glamour and intrigue of the 1920s.
All Week Experiences
REGISTER FOR THE CROSSROADS HISTORICAL GUIDE
- Register for free!
Register for the free CROSSROADS HISTORICAL GUIDE – a non-downloading-needed digital pass that can guide you to stops across the region, including a special feature on the Prohibition History on Windsor and Essex County.
Register for free today at visitwindsoressex.com/CROSSROADS and the pass will be sent directly to your phone and email.
Use it to get guided from stop to stop – learn more about the sites – and answer unique trivia at each stop to learn more about the past, and how we’re using the heritage site today!
