Join Wine Crawl Chicago for an interactive experience. The Sunday Sip allows attendees to contribute to the event soundtrack with a DJ playing your favorite tunes while you enjoy your favorite cocktail. The Experience Mixologist create signature complimentary cocktails from our sponsors, Halo Rum and Tusk Vodka Enjoy appetizers from Chef Aleta Williams (Loquacious Culinary […]

Join the Wine Crawl Chicago team aboard the Free Spirit Yacht for a 3 hour Sunday ride...with open bar and plenty of great food.  Win Prizes , Groove to our live DJ and just soak in the Summer. Only available to our mailing list.  You have the choice of paying early for the cruise and […]

Its a "Boards and Bubbles" Sunday with Wine Crawl Get ready for an afternoon of indulgence as Wine Crawl invites you to a fun Saturday afternoon experience: Champagne and Charcuterie. Join us as we teach you how to create your own charcuterie board. provide a complimentary sampling of champagne, cava and sparkling wines paired with a delectable […]

Join the Wine Crawl Chicago team aboard the Free Spirit Yacht for a 3-hour Sunday ride...with open bar and plenty of great food.  Win Prizes , Groove to our live DJ and just soak in the last days of Summer. Only available to our mailing list.  You have the choice of paying early for the […]

Wine Crawl Chicago is thrilled to celebrate International Champagne Day with a tasting at Pops for Champagne. This exclusive gathering will bring together champagne enthusiasts, connoisseurs, and those simply looking to explore the effervescent world of Champagne. An afternoon of good drinks, good times and good friends. We hope to see you there. REGISTER HERE!

The Purple Experience promises to be a memorable experience. A food, bourbon and wine pairing experience set to the iconic music of Prince. Be prepared to be taken back to days of "Purple Rain" "Kiss" and "Raspberry Beret," With a list carefully curated by Chicago’s own Fathom DJ”, we transform the Foundation Room into your very own […]

Step into a world where sophistication meets nostalgia, where glasses clink and joysticks click in harmony. It's time to unleash your inner child while savoring the finest flavors of adulthood at Wine Crawl Presents "Wine and Games" - Our Adult Playdate at the Arcade in Lombard, IL! Join us for an afternoon of playful indulgence […]

Join us on April 13th from 7-10 PM for an exclusive Tasting and Pairing from Wine Crawl Chicago, The Vine Wine Club and several of our wine partners including Exclusive, Shoe Crazy Wines, Sip and Share and LoveLuvv. Indulge in perfectly paired bites that will elevate your tasting experience to new heights. Whether you're a […]

As Wine Crawl Celebrates its birthday! We close out the festive month will a limited availability, exclusive event. A private limo crawl around the Chicago area. We'll gather in the lobby of Hotel Chicago * Champagne in the limo throughout the trip * 3 - 4 Stops...(we'll pick some cool spots) with tastings and pairings * […]

Join us May 8th for the kickoff of "Wine Crawl Wednesday" a free to attend event featuring a different winemaker each month for the spring. This month the featured winemaker is Sip and Share Winery. About Cafe Ciao We’re a family run, neighborhood spot that’s been specializing in keeping our community comfortable for over 15 […]

Join us for "Wine Crawl Wednesday" a free to attend event featuring a different winemaker each month for the spring. REGISTER HERE! About Cafe Ciao We’re a family run, neighborhood spot that’s been specializing in keeping our community comfortable for over 15 years! You’re invited to sit back, relax with a glass of wine and enjoy […]

Part of our monthly tasting featuring new wines entering the Chicago Market hosted at Cafe Ciao and sponsored by Wine Crawl Join us for "Tasting Thursday" a free to attend event featuring a different winemaker each month through the Summer. About Cafe Ciao We’re a family run, neighborhood spot that’s been specializing in keeping our […]