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Evanston Cellars - Wine Trail Tours

Chicago, IL, USA
About Evanston Cellars - Wine Trail Tours
We offer tours of regional vineyards in Michigan and Illinois. Wine trails, vineyards, and wineries are part of the romance of the Midwest but most wine lovers know very little about the wine industry in the Midwest. Let us help you discover Midwest Wine Country! We will guide you in exploring the wine country that is within a short drive from Chicago. We'll make all the preparations and do the driving. We even include lunch. Just sit back and relax without worrying about the drive home.
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Tours and Tickets by Evanston Cellars - Wine Trail Tours
SW Michigan Wine Country with Gourmet Lunch
Slip away from the hustle and bustle of Chicago to enjoy the idyllic scenery and burgeoning wine industry of Southwestern Michigan on this 8-hour excursion. This beautiful region is renowned for its bountiful agriculture, beautiful beaches and now, an up-and-coming wine-making community. Stop by three wineries, learning how the colder climate affects the grapes and sampling the latest vintages. You’ll also take a break for a tasty 2-course lunch, paired with wine, of course. A driver, lunch, all tastings souvenir wine glass and round-trip hotel transport are covered.
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8 hours
from $185.00
West Loop Walking Craft Beer and Pizza Tour
Pair craft beer tastings at three of Chicago's finest breweries with a pizza dinner on this 4-hour walking tour in the Windy City. A guide leads your small group on a tour of the brewery scene in the vibrant West Loop of Chicago. Tour starts at the first stop on tour.  Guests can stay at final location if they decide to continue.  Actual tour will take from 3 to 4 hours.  All tasting fees and pizza meal is included in price.
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4 hours
from $99.00
Duneland Wine Country with Gourmet Lunch
Discover the wines and farm-to-table cuisine of the Indiana dunes on a full-day gourmet tour from Chicago with an experienced vintner. Visit a series of three wineries for guided tastings of wines made from cold hardy, locally-grown grapes. Explore a unique landscape of quaint villages while learning the terroir of Illinois wines, then enjoy a luxurious lunch of contemporary farm-fresh fare in Chesterton, whose old-fashioned Main Street is a slice of small town Americana in the heart of Duneland.
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7 hours
from $185.00
Private Chicago Craft Beer and Pizza Tour
Visit three of Chicago’s top craft breweries on a customizable 4-hour tour. Bring your own group of 4 to 11 people on this all-inclusive tour led by a private guide, who shares details about Chicago’s craft brewing scene. Choose the breweries you wish to visit, and pair those suds with an included pizza dinner as well. You’ll learn how these hand-crafted beers are produced, and tour one of the brewery facilities (if available). No need to worry about getting from place to place: Transportation and hotel pickup and drop-off has included, so all you'll have to worry about is which beer to try first.
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3 hours
from $99.00
Reviews (7)
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Reviewed June 27, 2018

Let me start off by saying that Dileep was a fantastic host and tour guide. While booking the tour, he was pleasant enough to rearrange his schedule to allow myself and two other attendees tour wineries in SW Michigan on our desired date. Our pick...More

Date of experience: June 2018
Thank ambercbanks
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded July 12, 2018

Dear Amber, thank you for taking the time to write such a detailed review of our tour to SW MI. So glad that you and your party had a good time! Dileep

Reviewed September 22, 2017

I worked with Dileep to customize our tour. I thought it would be fun to visit a distilery, brewery and winery. In hindsight probably I would recommend one genre or another. We loved the distillery, the food and the people and of course the product....More

Date of experience: September 2017
Thank Nora S
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded September 24, 2017

Dear Nora, thanks for your feedback. I try to work with each customer to create a special experience, and you had requested our Grain, Grape, and Still Tour rather than one of our other offerings. There are some other breweries in the area and, and...More

Reviewed August 2, 2016

From the moment Dileep picked us up we could not have asked for a better tour guide. What a lovely man who made the journey to and from the city really interesting and enjoyable with his knowledge of the local area. We had a great...More

Date of experience: July 2016
Thank emmav258
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded August 4, 2016

Thank you very much. I enjoyed taking you to our unique Wine Country here in the Midwest and appreciate that you took the time to write us a note! All the best, Dileep

Reviewed August 12, 2015

I cannot recommend Dileep and his company enough for a great tour of the wineries of SW Michigan. Dileep is such a sweet man and provides great service. From the comfort of the bus to the welcome toast, this company does things right. I highly...More

Date of experience: August 2015
1  Thank LauraB28
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded September 18, 2015

Thank you Laura for your kind review and for taking the time to post about our tours of Midwest Wine Country. I really appreciate it! Dileep

Reviewed July 13, 2015

Enjoy a beautiful, sunny day touring the Lake Michigan Shore Wine Country. I had the pleasure of going on a wine tour with Windy City Tours yesterday and it was a great experience for my sister and I. We enjoyed tasting the delicious Michigan wines...More

Date of experience: July 2015
Thank Suzanne H
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded July 16, 2015

Suzanne, thank you for your detailed review of our tours to SW MI Wine Country! Dileep

Reviewed July 7, 2015

We had a fantastic day out with Dileep on the Lake Michigan Shore Wine Trail Tour. Dileep was informative about the city and surrounding areas as we made our way down through Chicago, into Indiana and Michigan. The wine tastings themselves were great, we saw...More

Date of experience: June 2015
Thank KPUK90
Dileep G, Owner at Evanston Cellars - Wine Trail Tours, responded to this reviewResponded July 16, 2015

Thank you so much! I enjoyed showing you Midwest Wine Country and was thrilled that you made us one of your points of interest in your visit to Chicago! All the best, Dileep

Reviewed September 7, 2012

It's nice to be chauffeured around! We had the opportunity to visit 3 towns outside of the city of Chicago that we would not normally visit. The tour is approximately 8 hours long. We had 6 to 7 wine tastings at 3 different wineries. We...More

Date of experience: September 2012
1  Thank The_Love_Birds_12
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Questions & Answers
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Nick T
September 5, 2019|
Response from Dileep G | Property representative |
Hi Sorry just saw this. We do not operate tours with just two people unfortunately. Thanks~