The 2014 WindsorEats cycling tour season has barely ended, but we’re already getting ready for next year.

We’re happy to release the dates for our 2015 tour season, which will be bigger, better and more fun than ever! In addition to the below dates, we’re also continuing to work on a few “one-off” food and drink tours that will take place throughout the year that we’re pretty excited about.


Thumbs up for the Wine Trail Ride Cycling Tours!
Thumbs up for the Wine Trail Ride Cycling Tours!

Meander the through the farmlands along the Lake Erie coastline a la bicyclette and fall in love with Canada’s southernmost region.

Our friendly cycle guide will lead you to enjoy world-class wines and tours at Essex Pelee Island Coast wineries and then finish the day with the Wine Trail Ride’s signature long table feast made from locally sourced ingredients.

We’ll roll through the scenic, flat countryside at a leisurely pace and take in the sights, sounds and smells of a burgeoning wine appellation.

Our bikes are built for comfort and outfitted with baskets and our support vehicle will trail close behind to carry any of your purchases to help make your ride easier.

Each Wine Trail Ride includes tastings, tours, a guide, support vehicle and a long table dinner made with local foods produced in the region.

Named the Best Culinary Tourism Experience in Ontario in 2009 and the Innovator of the Year for the Canadian tourism industry in 2010.

  • Saturday, May 23, 2015
  • Saturday, June 20, 2015
  • Saturday, July 18, 2015
  • Saturday, August 15, 2015
  • Saturday, September 12, 2015
  • Saturday, October 3, 2015

Visit the Wine Trail Ride website for more details.


A bachelorette party enjoys a stop during a Bikes & Beers Cycling Tour
A bachelorette party enjoys a stop during a Bikes & Beers Cycling Tour

Explore the city one beer at a time.

Cycle through Windsor sampling beers at local restaurants on the Bikes & Beers Cycling Tour. Hosted by WindsorEats, participants will be visiting 3 breweries/pubs/brew pubs in Windsor, Ontario.

Participants are to provide their own bikes. Helmets are mandatory. Guests are encouraged to bring locks to secure bikes when we enter establishments. Single and tandem bike rentals are available.

Join us as we cycle our way through the city, stop at local restaurants and sample some suds and grub.

Guests will enjoy  tastings and/or tours at 3 establishments across Windsor. Previous stops have included Walkerville Brewery, Motor Craft Ales and Rock Bottom, which has 30 beers on tap. Enjoy samplings of food along the way and pass through some neighbourhoods of Windsor. You’ll also enjoy a scenic cycle along Windsor’s beautiful waterfront overlooking the Detroit skyline with the opportunity to stop for photos.

Drinks of Walkerville

Enjoy a tasting or two...or three...or four
Enjoy a tasting or two…or three…or four

Recently named an Ontario Signature Experience by the province, our Drinks of Walkerville walking tour celebrates what is unique and exceptional about where we live. Windsor has a vibrant and colourful history along an international border that many have no knowledge of. With a resurgence of interest in the Canadian Club brand through hit television programs Mad Men and Boardwalk Empire, guests can learn all about a history of smuggling and gangsters during prohibition from a uniquely Canadian perspective.

Guests jaunt through historic Old Walkerville, the town that Canadian Club built, and learn about its architecture as well as some well known and not so well known tales and folklore associated with the neighbourhood, including its rich rum running history and visits by Al Capone. You can even touch a bullet hole purported to have been shot by Al himself.

You’ll walk through the hallways of the Canadian Club Brand Centre, home of Canadian Club whiskey, which was made popular again through acclaimed television programs Mad Men and Boardwalk Empire,and be brought through the history and brewing process of Walkerville Brewery. All this before finishing off the tour discovering the street art at The Willistead Restaurant.

  • January 3
  • January 17 (Winter Bites Restaurant Week edition)
  • February 7
  • March 7
  • April 4
  • May 2
  • June 6
  • July 4
  • August 1
  • September 5
  • October 3
  • November 7
  • December 5

Friday Night Lights Free Bike Ride

Friday Night Lights free bike ride!
Friday Night Lights free bike ride!

The people have spoken and we’ve listened! Our free Friday Night Lights rides are expanding and will be held every other week from May to September with riders meeting up at 8:30pm. Each starting location is determined and promoted prior to each ride on WindsorEats.

We will take guests out on the town to explore the night life in Windsor. The catch: since it’s a night ride you’ll need lights on your bike. The more lights the better!

All you’ll need is a simple bike light to make yourself seen at night. If you don’t have any lights for your bike, we’ll also have bikes available for rent with special lighting to light up the night with designs and colours to make every passerby turn and see.

To support local businesses, we’ll be making two stops along the route for those who want to purchase beverages or a bite to eat.

Bicycles with LED lighting are available for rent.

  • May 29
  • June 12
  • June 26
  • July 10
  • July 24
  • August 7
  • August 21
  • September 4
  • September 18