What to do in Windsor

Windsor Essex – One Region. Countless Reasons.

Windsor Essex has plenty of options to get conference delegates and companions out of the hotel room and out to explore the region. Connect with local partners to book unique and exciting tour options.

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Windsor River Cruises: 

Windsor River Cruises Limited operates from April through October of each year and provides a unique, pleasurable and affordable dining experience by providing unsurpassed professional service and the highest level of food quality. Offering regularly scheduled dining, sightseeing and special event cruises; we also offer group rates and private charters.

Call or email to book a tour!
519-258-0911 |


Rum Runners Tour:

The Rum Runners Tour takes you back in time to that infamous period known as The Roaring Twenties. This live action tour tells the story of prohibition and Windsor’s connection to Chicago gangsters like Al Capone and Detroit’s Purple Gang. At several locations you’ll disembark the bus to intermingle with the characters and lunch will be served at one of their famous haunts. Enjoy the show!

Call or email to book a tour!
519-990-5379 |

French Connection Tour:

At the end of the 17th century, The French Colony of Canada (New France) was concentrated around Quebec, Trois-Rivieres and Montreal. Threatened with British intervention, the King of France gave the order to expand westward. A few explorers convinced several hundred adventurers to risk everything to establish a new life in this area. This is the story of their hardships, accomplishments and “joie de vivre”. This is the story of “The French Connection”.

Call or email to book a tour!
519-990-5379 |


Grape Vine Tours:

Grape Vine Tours offers excursions for groups of 2 to 12 visitors. We pick you up at your residence, hotel, B&B, or marina anywhere in Windsor or Essex County, tour you and then return you.
Enjoy the experience and leave the driving and details to us. Savour award winning wines and culinary delights while enjoying the beautiful countryside. Indulge. We’ll tour.

Call or email to book a tour!
519-796-1543 |


Drinks of Walkerville Walking Tour:

Named an Ontario Signature Experience by the province of Ontario, the tour celebrates a vibrant and colourful history along an international border that many have no knowledge of. Enjoy a hands-on tour of the Hiram Walker & Sons distillery, learn the history and brewing process of Walkerville Brewery, then finish off the tour discovering street art at The Willistead Restaurant.

Call or email to book a tour!
519-982-5212 |


W.E Trolley Tours:

Leave the driving to us! With so many great wineries to visit in the region, the best solution is to try them all! Whether you’re interested in vineyards, venues, agriculture, history, or attractions, WE trolley provides wine, spirit, culinary, and cultural day tours in Windsor Essex County. Life is about the ride so get on and Trolley On! We offer group tours (we plan it), charters (you plan it), plus the specialized tours.

Call or email to book a tour!
519-738-2224 |


Urban Surf Co.:

For those who want to discover Lake St. Clair and enjoy the outdoors there is no better way to get closer than at Urban Surf. Urban Surf offers Stand-up Paddle (SUP) Board, Boat, Canoe, and Kayak Rentals, Custom Event Hosting, Marina Services, Teen Summer Camp, Smoothie Bar, and a variety of group land and water classes including sunset paddles, boat cruises, and fitness classes.

Call or email to book!
519-790-8017 |


Great Adventure Tours:

Your premier local tour company and event planning company! Over 25 years serving local schools, corporate events, weddings and conference services. Unique customized tours, Historic,
Educational, Casinos, Wine Tours, Underground Railroad, Airport services. Discounted hotels, attractions and transportation. “One call does it all.” We save you time and money.

Call or email to book a tour!
519-727-3661 |


Windsor Adventure Inc.:

We provide equipment for both land and water including kayaks, bicycles, long boards, paddle boards and more. We provide the opportunity for individuals, groups, and families, both local and abroad, to experience memorable outdoor adventures throughout beautiful Windsor Essex.

Call or email to book!
519-890-4780 |