Saturday August 22, 2026, 5:00 pm to 10:00 pm
Riverfront Speakeasy
Step into another era asย Riverfront Speakeasyย transforms Windsorโs waterfront into a stylish open-air experience inspired by the cityโs 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
5:00โ10:00 p.m.
DJ Bootleg Benny
6:00 p.m. & 8:00 p.m.
Songstress Tara Watts
Hidden Speakeasy
5:00โ7:00 p.m.
Mississippi Mike & The South Side Strutters
7:30โ9:30 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