Infinity Transportation, a trusted Chicago bus charter service, is a popular option for locals and visitors looking for an easy way to get to and from wineries in the Chicagoland area.

With charter bus winery tours, you’ll have the chance to enjoy some of the finest wineries in the Chicago area without worrying about how you’ll get home. Not only do we provide local wine tours and convenient bus rental services for both large and small groups, but we’re also here to help you discover why charter bus winery tours in Chicago are so popular with locals and tourists.

Let’s take a look at why people love Chicago’s first glass wine tours.

#1. You Can Taste Rare Wine Blends

When you’re thinking about where to go for wine tasting, be sure to look for wineries that boast about rare wine blends. You’ll find that most good wineries in the region offer products designed to be different from what their competitors offer, meaning you’ll have a huge variety to choose from whether you tour a single winery, or use a charter bus to visit some wineries in the region.

You may never find the blends you discover during a wine tour anywhere else, giving you a reason to visit as many in the area as you can!

#2. Learn More About the Local History

When people ask “what is a winery tour?”, they may be surprised to learn that these tours offer more than just wine tasting and an opportunity to learn about wine. When you visit a local winery you’ll also have an opportunity to learn about local history.

Every winery in the area has its own unique story and history, and as you travel between the wineries you’ll get a good sense of the local history, how wine became an integral part of local culture, and much more.

Wine tours are a great way to learn about the local area and history – and you’ll have a chance to taste some amazing wines at the same time.

#3. Find Out About the Winemaking  

Learning about local history during food and wine tasting events is great, but you also want to learn about the winemaking process!

With a good tour guide, you’ll have more than just an opportunity to taste great wine but to see, in person, how the wine is made. That means seeing the vineyards, seeing how the grapes are prepared, and how the wine is created.

This process, which is thousands of years old, is fascinating to see and experience first-hand.

#4. Escape from the Crowd

Quality wine tours are also a great opportunity to get away from the hustle and bustle, escape the crowds, and enjoy some peace. Vineyards are usually many acres in size, giving you a chance to experience the country, leave the noise behind, and enjoy quality time in nature while learning.

It’s like an outdoor museum experience, and you may incorporate a longer trip that involves a luxury hotel stay and days spent exploring the valleys.

#5. Wine Tours Are Different Everywhere

local wine tours

Remember that wine tours are different wherever you go. Different parts of the country have different landscapes, different local hotels and attractions, and different histories.

No two wine tours are the same, and it’s not just the environment. You’ll enjoy different wines, hear the unique challenges faced by each winery, and discover some interesting facts about the area.

#6. Enjoy Some Amazing Views

As Infinity Transportation alluded to earlier, wine tours are also a great opportunity to take in amazing views. Wineries are typically set in the hills and the valleys, where vineyards thrive.

Not only is a wine tour a great chance to learn, but people choose to attend tours with friends and family as a way of escaping the city and exploring what’s so special about the local wildlife.

Take some time before or after your wine tour to explore the fields, valleys, rivers, and trees. Or why not find a winery resort with a hotel, giving you more time to take in your surroundings?

Or, why not find a local guide who can help you discover everything there is to offer?

#7. Discover Wine and Food Pairings

Ever wanted to know how to pair a wine with food? Wine tours are a great opportunity to learn how experts determine what wine is best suited for a specific food or meal. Experts will teach you concepts that you can take home with you, meaning you’ll always know what wines to pair with a steak dinner, with salads, or with any dish you serve to your guests.

#8. Meet New People

Finally, group wine tours are an amazing way to meet new people with similar interests and tastes. Choose a group wine tour and you’ll spend the way with a small group of others, allowing you to make new friends.

Conversations always flow better after a glass of wine – and that’s certainly true during a wine tour, where you’ll do more than just drink, but learn about local history, discover great food pairings, and experience the beauty of the region. What better way to make new friends?

Get Your Chicago Winery Bus Tour Quote Today!

Make your trip stress-free and enjoyable with a charter bus service that takes you and your loved ones from your homes or hotels to local wineries across the Chicagoland area and beyond.

To find out more about why Chicago travelers trust Infinity Transportation, to learn about our large fleet of vehicles and trusted local drivers, and for a free winery bus tour quote, why not give our team a call today?

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Illinois Areas We Provide Charter Bus Rentals For

We serve businesses, organizations, and private parties across Chicago and surrounding areas, from Glencoe and Northbrook to Joilet, Rosemont, Lake Forest, and beyond.

Discover the vibrant charm of Arlington Heights, where modern meets tradition. Indulge in diverse culinary delights, explore renowned museums, and cheer for your favorite team at Arlington International Racecourse. Unforgettable memories await your group adventure!

Experience the magic of Aurora, where history intersects with the present. Marvel at the grand architecture, enjoy riveting performances at the Paramount Theatre, and engage in vibrant local festivals. Your group journey begins here!

Embark on an adventure in Bolingbrook! Relish family fun at The Promenade, revel in the natural beauty of Hidden Lakes Historic Trout Farm, or tee off at Boughton Ridge Golf Course. Explore Bolingbrook today!

Cicero awaits, blending historic charm with urban convenience. Explore the bustling local markets, savor authentic Mexican cuisine, and immerse in the lively local festivals. Cicero - a treasure trove of unique experiences!

Unearth the gem that is Des Plaines! Witness the birthplace of McDonald’s, relax by the tranquil Lake Opeka, and learn something new at the Des Plaines History Center. The perfect destination for your group!

Explore Elmhurst, where tradition and innovation intertwine. Visit the iconic Elmhurst Art Museum, shop in charming boutiques, and taste unique brews at local breweries. Get ready for your next bus trip to Elmhurst!

Discover Elgin, where the Fox River brings people together. Visit the Grand Victoria Casino, immerse yourself in Elgin Symphony Orchestra's melodies, and engage with nature at the Hawthorne Hill Nature Center.

Evanston is ready for you with its lakeside charm and vibrant intellectual life. Stroll around Northwestern University's campus, enjoy the arts at Noyes Cultural Arts Center, or unwind at Evanston’s scenic beaches. A must-visit destination for any group!

Hoffman Estates

Hoffman Estates is an enticing destination for your next trip. Infinity Transportation’s impeccable charter buses, including deluxe coaches and minibus rentals, serve both small groups and larger parties.

Mount Prospect

Discover reliable group transportation in Mount Prospect, IL with Infinity Transportation. Our charter bus rentals are tailored to suit your needs, whether it's for corporate events, sporting events, weddings, or airport transfers. While on board, you can enjoy comfortable seating, climate control, and professional drivers as you explore Mount Prospect and its surroundings.

Experience Naperville, where modern living meets rich history. Visit the iconic Naperville Riverwalk, explore interactive exhibits at the DuPage Children's Museum, or try shopping downtown. Grab a charter and make your memories here!

Welcome to Northbrook, a haven of natural beauty and recreation. Experience the thrill of speed at the velodrome, explore the scenic Botanic Garden, or shop at Northbrook Court. Your adventure starts here!

Oak Lawn

Embark on a delightful journey through Oak Lawn, IL, with Infinity Transportation's diverse charter bus services. Proudly serving major markets, our luxury coaches and minibus rentals are perfect for small groups and larger gatherings.

Orland Park

Discover a wide array of bus rental options in Orland Park with Infinity Transportation. Our fleet of charter buses is designed to accommodate groups of all sizes and cater to various travel needs.


With a keen understanding of Palatine and its surroundings, our bus rental services are tailored to offer the ultimate in local transportation excellence. Our charter buses and motorcoaches are equipped for all your travel needs, ensuring you reach your destination safely and in comfort.

Dive into an urban playground teeming with shopping, entertainment, and cultural experiences. The possibilities for your group are endless, from the renowned Woodfield Mall to the Schaumburg Convention Center. Schaumburg invites you to indulge in excitement and adventure.


Experience the convenience and reliability of our bus rental services in Skokie, providing you with ample luggage space and essential amenities for a comfortable journey regardless of your destination.

Tinley Park

Tinley Park is a gem waiting to be explored. With our charter bus and party bus rental options, your group can travel comfortably and conveniently to various attractions and events in this vibrant city.

Unleash your inner explorer in Vernon Hills, a hub of outdoor adventures and shopping escapades. Explore miles of scenic trails, shop at premier outlets, and revel in thrilling attractions. Unforgettable memories await your group in Vernon Hills.

Unveil the splendor of Waukegan, a harbor city with a rich cultural tapestry. Visit the Genesee Theatre, enjoy Lake Michigan's serene vistas, or dive into history at the local museums. Waukegan is ready for your next bus trip!


Experience the premium transportation services tailored for Wheaton, IL, by Infinity Transportation.

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