Saturday August 22, 2026, 5:00 pm to 10:00 pm

Riverfront Speakeasy

Event Website

Step into another era asย Riverfront Speakeasyย transforms Windsorโ€™s waterfront into a stylish open-air experience inspired by the cityโ€™s Prohibition-era history, streetcar legacy and vibrant arts scene.

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.

Relax along the Streetcar No. 351 patio while enjoying local wines, craft beers, spirits and Prohibition-inspired cocktails, then follow the clues to discover theย Hidden Speakeasyย tucked away along the riverfront.

1920s attire is encouraged for those who want to get into the spirit, but no costume is required.

The only thing you might need? Theย secret password.

ย 

SPEAKESY ENTERTAINMENT AND EXPERIENCES

Streetcar No. 351 Patio

5:00โ€“10:00 p.m.
DJ Bootleg Benny

6:00 p.m. & 8:00 p.m.
Songstress Tara Watts

Hidden Speakeasy

5:00โ€“7:00 p.m.
Mississippi Mike & The South Side Strutters

7:30โ€“9:30 p.m.
Hugh Leal Speakeasy Quartet

9:45 p.m.
The Bootleg Blaze Show

All Evening

Sleight-of-Hand Artist – Eric Bedard

Fortunes & Secrets – Madame Kristie Trepanier & Madame Linda Dumochel

Encore Windsor Players

 

Free parking is available directly across from the event on Caron Avenue

Guests are encouraged to bring a lawn chair or blanket to settle in and enjoy the live entertainment in the Hidden Speakeasy.

NO SNITCHES. NO BORING NIGHTS.

 

Riverfront Speakeasy is part of the Experience Windsor Riverfront Summer Series.

Admission is FREE and everyone is welcome to the Legacy Beacon, Michael D. Hurst Legacy Park for this spectacular evening.

Venue: Legacy Beacon

780 Riverside Drive West
Windsor, Ontario Canada

Instagram

56 0