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Step into the Roaring Twenties during

Prohibition Week August 17th to 23rd

 

Discover the stories that made Windsor famous with a full week of unforgettable experiences Monday August 17th through Sunday August 23rd - including the Experience Windsor Riverfront Speakeasy taking place on August 22nd. We're talking immersive tours and cruises, historic walks and whisky tastings, film screenings, craft brewery flights and exclusive Small Business speakeasy discounts and offers. The full schedule includes:

  • Monday August 17th – Rum Runners Tour & Willistead Manor and Coachhouse Tours
  • Tuesday August 18th – Free Day at Museum Windsor – Chimczuk Museum & Willistead Manor and Coachhouse Tours
  • Wednesday August 19th – Walkerville District Walking Tour
  • Thursday August 20th – J.P. Wiser’s Experiences Tours & Tastings
  • Friday August 21st – Windsor Premier Cruises Prohibition Boat Cruise & WIFF Screening ‘The Great Gatsby’
  • Saturday August 22nd – 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

Many experiences require advance tickets and will sell out, so don't miss your chance to join the adventure. Head to visitwindsoressex.com/prohibitionweek to plan your itinerary, reserve your spots and experience Windsor's history first-hand! Most experiences are being offered at a reduced rate to let you experience part of our region's history first-hand.

 

Immerse yourself in Windsor's rich Prohibition history, there's something happening every day of the week! Visit the Prohibition Week page to explore the full schedule and purchase tickets.

Prohibition Week

EXPERIENCE WINDSOR FOR FREE THIS SUMMER

 

SAVE THE DATE! On Saturday August 22nd step into another era as Riverfront Speakeasy transforms the waterfront into a stylish open-air experience inspired by Windsor’s Prohibition-era history, streetcar legacy, and vibrant arts scene.

Stroll beneath café 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.

 

Experience Windsor is a summer of free admission and events to showcase the Best of Windsor from the City of Windsor.

 

Find the full list of events at visitwindsoressex.com/experiencewindsor and mark your calendars now for some summer fun!

Experience Windsor
 

ICYMI: Bike The Bridge, Explore New Routes, Discover Great Stops Along The Way

 

With the opening of the Gordie Howe International Bridge

Multi-Use Path, cyclists can now experience a unique cross-border adventure connecting Canada and the U.S. by bike while taking in incredible views along the way.

 

Our NEW Windsor Essex Cycle Tourism Map is here, featuring 6 curated routes, 125+ Bike Friendly businesses, local trails and connections, and everything you need to plan your next ride across Windsor Essex, including new cross-border connections. Check it out now at www.bikethebridge.ca.

Cycle Tourism Map
 

Just announced! Open Farms is back - letting you explore some of our W.E. Heart Local partners - each offering a unique experience. Register for your FREE Digital Pass today! And you could be rewarded as you explore!

 

Plan to join us on Saturday September 12th for 12+ on the farm experiences - all for free!

 

Think farm fresh tastings, behind-the-scenes tours and hands-on activities to learn all about what our farmers do to bring you fresh produce! It's a free day of family fun!

Open Farms

Want more exclusive offers from our W.E. Heart Local Partners? Make sure to register for your FREE Digital Pass for your guide to all of the stops on Open Farms 2026! If you haven't yet, you can also make sure you register for your free W.E. Heart Local Digital Pass today for extra offers and gifts while you shop local in #YQG!

 

Plan the perfect weekend with these upcoming events! For a full list of events happening all summer long check out our Event Calendar at visitwindsoressex.com/events

The Caldwell First Nation Pow Wow joins together First Nations from across Canada for an exciting cultural experience Friday August 7th to Sunday August 9th at Caldwell First Nation in Leamington. 

Get ready to experience the charm of the countryside right in the heart of downtown Amherstburg at Farm Fest, happening Friday August 7th to Sunday 9th as part of the Open Air Weekends series!

Enjoy An EPIC Afternoon at the Event Centre at LaSalle Landing Sunday August 9th. Indulge in wine tastings from  EPIC Wineries. Winemakers and winery owners will be on hand pouring their best vintages for you!

 

Use our featured blogs to plan a summer filled with caffeinated sips, family friendly dips and prohibition trips in Windsor Essex! Find your inspiration at visitwindsoressex.com/blog

Tag along with Nina as she searches for her favourite cup in her most recent blog: 'Latte Lovin In YQG'.

Tag along with Family of 4 Adventures blog for your 'Family Travel Guide To Windsor Essex'.

Raise a glass to history and read our blog to find '12 Ways to Experience Prohibition Week in Windsor'.

 
 

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Tourism Windsor Essex Pelee Island

98 Chatham Street East, Windsor, ON, N9A 2W1

519-255-6530 - 1-800-265-3633

info@tourismwindsoressex.com

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