Planning a group trip in Essex County means you have several options to choose from. From family-friendly destinations to more adult-focused fun, there are so many choices in the area! Plan the perfect relaxing day by organizing a bus and driver to chauffeur your group around so that all that’s left to think about is the fun you’ll have.

Top Destination Ideas for an Essex County Group Trip

Did you know? Switzer-Carty’s Leamington Branch provides bus rental services so you can book your next trip anywhere in Essex County and beyond with us!

Check out the Essex County wine scene

Plan a group day trip to visit a few of Essex County’s 18 wineries. Taste some delicious, locally produced wines and have a fun day with friends on a scheduled tour or on a route you’ve planned yourself. Hire a bus and driver so that you can all sit back and enjoy the journey!

Take the ferry over to Pelee Island

This island is famous for its vineyards and is a great destination for a group trip in Essex County. It is the most southern populated part of Canada and also makes a great place for bird watching. Catch the ferry over and explore on your own or book a bicycle or trolley tour to maximize your experience.

Swim at Adventure Bay

Cool off with your group at Adventure Bay waterpark! Home to nearly a dozen waterslides, a surfing simulator, a wave pool, a lazy river and a toddler zone this waterpark is located in downtown Windsor and makes for a fun, family-friendly destination for your next group trip.

Play the Slots at Caesars Windsor

The Vegas-style casino at Caesar’s Windsor is an awesome choice for a group of adults looking to relax, have some fun and place some bets. From table games to slot machines the casino offers the perfect place to unwind. Several on-site dining options will keep the foodies in your group happy, and the 5000-seat theater hosts regular world-class performances to keep you entertained. For the non-gamblers, Caesar’s is also home to a spa, health club and indoor pool!

Take a cruise on the Windsor River

A fun day on the water is just what the doctor ordered for your next group trip! Take in a different view of Windsor on a river sightseeing cruise. Your group will have a blast seeing Belle Isle, the Riverwalk, Ambassador Bridge, Millionaire’s Row and the headquarters of GM and Chrysler aboard a river boat. You can even book a lunch or dinner cruise!

Enjoy some drinks on the Barrels, Bottles & Brews trail

Windsor Essex is the birthplace of whiskey in Canada so this is the perfect setting for a tour featuring adult beverages. Pick up a print map at any of the trail partners and follow along to take in the history of Prohibition in Canada and the story of how whiskey earned its popularity in the country. Sample craft beers, small batch spirits and beautiful views on this fun day trip. Don’t forget to get your passport stamped along the way to earn a prize! 

Indulge in Canada’s favourite comfort food on a Poutine Tour

This family-friendly walking food tour will take you on a journey to taste 4 different versions of our most well-known savoury indulgence. Learn some historical Canadian facts and experience a side of the city that many don’t usually see on the Dirty Poutine Experience tour with WindsorEats.  

Leave the driving to us!

When planning your next group trip in the Windsor Essex area, give us a call! Let us take the wheel and safely get your group from one stop to the next so you can focus on having fun and enjoying the experience. These destination ideas will give you a great start to the planning process!