Tours & Attractions

browse below to see a curated list of recommendations

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There’s more to the story at the American Writers Museum (AWM), named Illinois’ Best Attraction by USA Today and One of the World’s 10 Best New Museums by Fodor’s. This new cultural gem on Michigan Avenue features innovative and dynamic state-of-the-art exhibitions, including Word Waterfall, Surprise Bookshelf, Word Play, Story of the Day, Book Cloud, and Anatomy of a Masterwork. Special exhibits free with museum admission. AWM is a colorful and interactive space that can accommodate up to 250 people for all types of gatherings

Our hop-on, hop-off service includes the 2 hour ‘Big Loop’ showcasing Chicago by day, with 14 Stops located close to key landmarks and attractions. Tweet, snap, and live stream your Chicago tour experience while using our WiFi enabled open top buses!

Housed in an iconic and historic landmark, Biggs Mansion has become a leading address to enjoy premium cigars in Chicago. Biggs offers yearly memberships as well as day passes.

Chicago Trolley & Double Decker Co.

www.chicagotrolley.com4400 S. Racine Ave773-648-5000

Chicago Trolley & Double Decker Company is Chicago’s Original Hop On Hop Off Tour! Year round tourists and locals alike can enjoy all the sights and attractions of Downtown Chicago. During the summer months, explore the city at night and visit places such as Wrigley Field with our specialty tours – included in every ticket! The fun doesn’t stop in the winter as we spread cheer with our Holiday Lights Tour. We also offer private rentals on our iconic trolleys, open-top double deckers and classic motor coaches. Perfect for private tours, shuttles and more. Come see the city with us!

Chicago's First Lady Cruises

www.cruisechicago.com112 E Upper Wacker Dr312-332-2505

Welcome to the Official Chicago Architecture Foundation (CAF) River Cruise aboard Chicago’s First Lady Cruises, Chicago’s #1 tour based on TripAdvisor reviews and the ultimate way to see Chicago from the water. Experience a fascinating, 90-minute journey through Chicago’s diverse riverfront architecture as passionate, CAF-certified volunteer docents provide a detailed narrative of Chicago’s various architectural styles and the stories of the people who designed and built the city

The Chopping Block has been teaching people how to cook for over 20 years. We are Chicago’s premier recreational cooking school, private event venue and gourmet retail store, offering guests a large slate of hands-on cooking classes, wine/cocktail classes and personalized private cooking events. Our location in downtown Chicago’s historic Merchandise Mart has four state-of-the-art kitchens and accommodates events of any type for up to 300 guests. Our classes cover cooking skills featuring delicious seasonal, ethnic, healthy and vegetarian menus. Our retail store features professional-quality cookware and kitchen tools, plus an array of ingredients and food-friendly wines and craft spirits.

City Winery brings what we do best in the West Loop to the Riverwalk. The menu features our top selling items from the West Loop location. In addition, wine is served through a unique tap system to showcase the company’s commitment to sustainability.

Located at 2337 South Michigan Avenue, our historic Landmark building takes you back in time to when the thriving neighborhood was home to countless automotive dealerships and showrooms, bars, and even the legendary Chess Records – one of the original recording studios in the city. Created by our Brewmaster, Frank Lassandrello, we make everything from spot-on interpretations of traditional styles to some of the wildest beers you’ll ever drink. Our facility features a tasting room and brewery, a 2nd floor taproom, and a gorgeous 3rd floor loft event space.

Memorable Chicago events begin with Shoreline Sightseeing and Shoreline Charters! Celebrating 75+ seasons on Chicago’s waterways, Shoreline is famed for its guided Architecture River Tours, panoramic Classic Lake Tours and dazzling Fireworks Tours. Groups are welcome on all regularly scheduled day and evening tours including our weekly Spanish language Architecture Tours. Seeking a completely private event? Shoreline Charters offers cruises for 75 to 150 guests with flexible lake and river itineraries, premier caterers and impeccable service. Looking for a fast, fun way to get around Chicago’s lake and river? Try a convenient Shoreline Water Taxi to and from Navy Pier! Create your Chicago memory with Shoreline!

No trip to Chicago is complete without a visit to the 103rd floor of the Willis Tower to see the world-famous Skydeck.

Enjoy 360-degree views spanning up to 50 miles and four states, plus our most spectacular view – 1,353 feet straight down! For a thrilling, once in a lifetime experience, “Dare to Stand Out” on The Ledge, our glass balconies extending more than four feet outside the building.

• Open daily March-September 9am-10pm, October-February 10am-8pm
• Private banquet and corporate presentation space is also available on our 99th Floor for 250 seated or 400-person reception. Call 312.875.8476 for more information.

The Escape Game is Chicago’s #1 escape room and immersive adventure. As a premier provider of escape rooms, The Escape Game’s adventures play like Hollywood blockbusters with twists, turns, and jaw-dropping surprises around every corner. Their 60-minute adventures bring epic stories to life in a one-of-a-kind tactile experience. You and your team will work together to find clues, overcome challenges, and ultimately complete a mission. Step into worlds you have only seen in movies, as you become the hero in every story you choose. Perfect for team building or a night out.

Vertiport Chicago VIP Helicopter Tours

https://www.vertiportviptours.com1339 S Wood St877-902-9292

Vertiport Chicago VIP Helicopter Tours is Chicago’s Premier Helicopter Tour Company. Why spend hours on foot when you can kiss the sky and skim the beautiful skylines of Chicago’s visually exploding, iconic landmarks from a private or shared tour!

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