Chicago · DRINKING TOURS
Some of these bars were speakeasies and a couple have not changed the fittings since. These 10 differ on neighborhood, number of stops and what is included in the price, with start times and how late each runs.
Ride Chicago’s Prohibition-style Barrel Bus to three craft breweries for tastings, brewery stories, and a relaxed half-day without driving.
“Fun bus, fun talking to all of your fellow travelers. Each stop was a different experience but you feel welcomed and wanted at each place. They knew we were coming and were ready for the group to walk in. Very fun afternoon.”
Ride Chicago’s barrel bus to three craft breweries, taste 45 to 55 ounces of beer, and tour a nano-brewery with a guide.
“This was a fabulous tour! David, our tour guide, was knowledgeable and friendly. A good variety of beers were sampled. Highly recommend this tour!”
Explore Chicago’s Malt Row on a four-hour brewery walk with local beer, Chicago brewing history, reserved seats, and useful discounts.
“Adam was a great tour guide and super knowledgeable and passionate about the Chicago beer scene. Had a really great experience and learned a lot. Would recommend for anyone looking for a day out and exploring some new places in the area.”
Trade Chicago streets for a 75-minute tiki boat cruise with skyline views, tropical drinks, music, and a climate-controlled lounge.
“It’s a nice ride but the bottom level smelled really bad like moldy carpet. Staff was cool and they offer an open bar option. I was also add better music if there is no tour guide.”
Trade Chicago for Milwaukee on a small-group day trip with Harley-Davidson, the Public Market, Miller beer, and lakefront views.
“Personal service was great Nico our guide and driver was excellent and very helpful. No need to change anything”
Walk Logan Square to three Chicago breweries, hear local brewing history, enjoy reserved seating, and use exclusive beer discounts for $25.
“Adam was so knowledgeable and made the experience so fun!!! 10 out of 10 - would recommend!! This was such a good find. You learn about beer and Chicago's history!”
Explore four historic Chicago pubs, hear Loop and River North stories, and ride the L with a local guide on this small-group walking tour.
“Had a great time! Took my relatives from out of town who are very picky about activities and they loved this tour a lot. Tom is a great local guide who knows his city very well and brought lots of neat materials and photos to bring the someRead more”
Spend a full day from Chicago exploring Milwaukee’s markets, lakefront, City Hall, Harley-Davidson Museum, and Miller brewery.
“Just before we were heading back to Chicago The operator will tell you that you owe him a $12 per person service fee after paying $125.00 per person. We told him we were paid in full. He insisted but we didn’t give him any more money. At first he didn’t start driving but after about 10 minutes he started driving us back to Chicago. Smh”
Explore Chicago speakeasies with a local historian, secret entrances, Prohibition cocktails, private transport, and gangster-era tales.
“At $330/person I was surprised that the operator/guide did not provide the drinks at the bars. He was very knowledgeable about the city and we had a great time. It was just too expensive.”
Taste three Chicago craft beers with homemade guacamole, then walk to District Yards Brewing for a lively West Loop brewery sampler.
“Great chips and guacamole. He sure knew a lot about beer. Also had good hints about what to see in Chicago”
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Pick a deck, a tower or a table.
