Whiskey & Wit with Don The Distiller
Step into a world where every sip tells a story and every laugh lingers longer than the finish on a fine whiskey.
Introducing Whiskey and Wit with Don the Distiller — a one-of-a-kind evening of immersive entertainment, rich storytelling, and top-shelf tastings. Hosted by the charismatic and larger-than-life Don the Distiller, this isn’t your average whiskey night. It’s a lively blend of Prohibition-era flair, historical mischief, and laugh-out-loud moments served straight up… or on the rocks.
Get ready to be swept into tales of rumrunners, renegades, and riverfront raids as Don uncorks true stories from the area’s wild past — all while guiding you through a tasting of finely curated whiskeys that would’ve made the bootleggers blush. Expect bold flavours, bigger personalities, and barrelfuls of charm.
Whether you’re a seasoned whiskey lover or simply along for the ride, Whiskey and Wit delivers a spirited experience that’s equal parts history, hilarity, and high-proof hospitality.
🎩 Raise a glass. Take a seat. And let Don the Distiller show you how Windsor/Essex really got wet during the dry years.
The Rum Runners Tour
Step back in time and experience the thrill of Windsor’s Prohibition era with The Rum Runners Tour! This award-winning, adventure is your ticket to the Roaring Twenties, blending drama, comedy, and live music for an unforgettable journey through history.
Imagine yourself aboard a luxurious coach, guided by costumed characters who unveil the secrets of rum-running, infamous speakeasies, and the daring exploits of those who kept the spirits flowing during the dry years.
The highlight of your adventure? A visit to a recreated speakeasy where the legendary Bertha Thomas herself welcomes you. Savor a delicious hot meal while Bertha shares captivating stories of Hollywood stars and notorious gangsters. All the while, “Fingers” tickles the ivories, setting the perfect mood—but watch out for those pesky police raids!
With over 300 glowing TripAdvisor reviews and seven prestigious awards, this 15-year-strong production is Ontario’s longest-running theatrical bus tour. It’s no wonder 95% of reviewers give it five stars!
Don’t miss your chance to be part of this thrilling slice of Windsor’s history. Tickets are $110 plus HST per person, for you to create memories that last a lifetime. Book now at www.rumrunnerstour.com or call 1-844-4WE-TOUR.
The Rum Runners Tour isn’t just a tour—it’s a time machine, an adventure, and a party all rolled into one. Join us and discover why it’s the talk of the town! PLEASE NOTE: The Rum Runners Tour production is approx 4 hours in length.
The Rum Runners Tour – There’s Nothing Like It!
Roaring 20’s Musical Revue
Encore Productions of Windsor is available to provide Roaring 20’s themed entertainment for corporate events from galas and fundraisers, to conferences and holiday parties.
Whether you’re looking for costumed characters to greet your delegates; gangsters and flapper girls to mingle with the crowd, or a full-scale musical performance with singing, live music, comedy and dancing, we can accommodate any budget.

