Free Cancellation Private Architectural Walking Tour in Chicago Historic Residences
This private architectural walking tour in Chicago explores residences that reflect the city’s design evolution. You will begin along Lake Shore Drive, where early high-rise living reshaped urban life. What architectural…
Free Cancellation Private Architectural Walking Tour in Chicago Loop Landmarks
Skip the crowds this is a private tour for your group only! Embark on a captivating journey through the Loop’s architectural wonders with our Loop Architecture Tour in Chicago. Explore the iconic Chicago Board of Trade B…
Free Cancellation Private Architectural Walking Tour in Chicago Cultural Center
This private architectural walking tour in Chicago reveals a city shaped by cultural ambition and design excellence. You will begin at the historic Cultural Center, where a grand stained-glass dome reflects artistic heri…
Free Cancellation Private Cultural Walking Tour in Chicago with Lakefront Landmarks
This private cultural walking tour in Chicago presents the city’s architectural heritage and lakefront legacy. You will begin in Millennium Park, where public art reflects modern civic expression. What defines Chicago’s …
Free Cancellation Private Historical Ghost Walking Tour in Chicago Lincoln Park
This private historical ghost walking tour in Chicago explores stories rooted in the city’s layered past. You will walk through Lincoln Park, an area shaped by transformation from cemetery grounds to residential district…
Free Cancellation Private and All-Inclusive Tour of Chicago
Experience the best of Chicago on this private full-day city tour designed for a fun, stress-free day of exploring. Enjoy comfortable hotel pickup, ride in a spacious, air-conditioned vehicle, and let your friendly local…
Free Cancellation Private Family Walking Tour in Chicago Loop Cultural District
This private family walking tour in Chicago introduces the cultural and architectural identity of the Loop district. You will begin in the financial center, where early skyscrapers reflect economic ambition. How did Chic…
Free Cancellation Private Sailing on Beautiful Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular sky…
Free Cancellation Serene Private Sunset Sail on Lake Michigan - Navy Pier, Chicago
Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular sky…
Free Cancellation Chicago Small Group City Tour
Experience Chicago like never before on your all-inclusive small group city tour, led by an expert guide. Discover iconic landmarks, hidden gems, and vibrant neighborhoods with personalized attention and insider knowledg…
Free Cancellation Chicago-Milwaukee Small Group Tour
Discover the charm of Milwaukee on a small group day trip from Chicago! Enjoy a guided city tour, explore iconic landmarks, and experience the legendary Miller Brewery with exclusive behind-the-scenes access and tastings…
Free Cancellation One Day Galena and Dubuque Tour from Chicago
Explore the charming towns of Dubuque and Galena on this enriching day trip from Chicago. Begin your journey along the scenic Mississippi River in Dubuque, where you can enjoy free time to stroll, have lunch, or even tak…
Private Tour Private Chicago Suburbs Movie Sites Tour
Discover Hollywood magic in the heart of the Midwest on the Chicago Suburbs Movie Sites Tour. Visit real filming locations from classics like Ferris Bueller’s Day Off and Home Alone to modern hits like The Dark Knight. L…
Free Cancellation Private Chicago Foodie Tour
Taste your way through Chicago on this private half-day walking food tour! Savor local favorites like Portillo’s hot dogs, Al’s Italian Beef, deep dish pizza, Garrett’s Popcorn, and Do-Rite Donuts while exploring top cit…
Free Cancellation ️ Chicago Instagram Walking Tour (Private & All- Inclusive)
Our Chicago Walking Instagram Tour will take you to the most Instagrammable spots in Chicago all in one day. If you are looking for a little bit of culture, some amazing architecture, & a ton of great photos then this is…
Free Cancellation Chicago Private Neighborhoods Tour to Lincoln and Hyde Park
Discover the vibrant neighborhoods and cultural districts of Chicago on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares local stories, historical insights, and highligh…
Free Cancellation Private Chicago Food Tour with Deep Dish and Beef Sandwich
On our Secret Food Tour: Chicago, you'll enjoy a variety of foods with culinary influences from the people who built this city. You'll experience all the city's biggest food hits, many dishes with roots dating back over…
Free Cancellation Historic Pullman Private Half-Day Walking Tour
Step into Chicago’s past and explore the story of America’s first model industrial town on this guided walking tour through the Pullman Historic District. Once the heart of George Pullman’s luxury railcar empire, this ne…
Free Cancellation Private & All-Inclusive Chicago Downtown Highlights Walking Tour
On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gat…
Free Cancellation Private Chicago Architecture Walking Tour
Discover the heart of Chicago’s architectural legacy on this guided walking tour through the historic Loop District. Step back in time as you explore some of the world’s first skyscrapers and venture inside a collection …
Free Cancellation Yucatan Delights by a Michelin Star-Trained Chef in Chicago
Each dish is crafted with the freshest ingredients and a focus on traditional cooking techniques, resulting in a dining experience that is both authentic and delicious. Whether you're a foodie looking to expand your pala…
Free Cancellation Learn To Make Mole The Real Mexican Way Before Lunch
With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each dish is crafted with care and expertise, resulting in a dining experi…
Free Cancellation Fun Chicago Bike Tour with Pizza, Hot Dogs, Cupcakes and Beer
Take an adventurous half-day journey through the most interesting Chicago neighborhoods with a friendly private guide and see the city from a new perspective riding a bike. Dive into the atmosphere of the city’s moveme…
Free Cancellation Private Chicago Photography Class for Stunning City Shots
Chicago has architecture that stops you in your tracks, a lakefront that stretches to the horizon and neighborhoods full of color and character. With instruction tailored entirely to your group of 2 to 4, you'll quickly …
Free Cancellation Skyline, Lakefront and Millennium Park Chicago Private Day Tour
Explore Chicago’s iconic landmarks and scenic lakefront on a private, fully personalized city tour. Travel in comfort with your English-speaking driver, who shares local stories, history, and insights while guiding you t…
Likely To Sell Out Chicago Air and Water Show VIP Cruise or Skydeck Experience
Chicago Air and Water Show 2025 Great for friends & family! PLEASE READ CAREFULLY Experience Chicago’s Air & Water Show from the Best Seat on the Lake! 10AM SAIL: Our first sail will depart at 10am sharp. Our first e…
Free Cancellation Private Vacation Photoshoot with Photographer in Chicago
⭐ Top-Rated Vacation Photoshoots 2025 We’re not just photographers, we’re storytellers capturing your holiday exactly as it feels. With over six years of experience photographing travellers around the world, our small t…
Free Cancellation Italian Ravioli Cooking Class in Chicago (Includes 4-Course Meal)
Get to grips with Italian pasta in this Florentine-inspired hands-on class in Chicago, hosted through Cozymeal, which connects you with top-rated local chefs. Carpaccio, hand-filled ravioli, a fresh vodka sauce and citru…
Free Cancellation Chicago Private Lakefront Sunset and Skyline Photo Tour
Enjoy a private, fully personalized sunset tour along Chicago’s scenic lakefront. Travel in comfort with your English-speaking driver, who shares insights into the city’s architecture, skyline, and history while guiding …
Free Cancellation Classic Chicago Food Lovers Tour in River North
Get a taste of Chicago on this small-group walking food tour and explore the specialties of River North neighborhood. Dive deeper into the culinary history of the place while trying out the best dishes to illustrate diff…
Free Cancellation Lake Geneva, Anderson Japanese Gardens 1 Day Tour From Chicago
Escape the city and discover the serene beauty of the Midwest on this full-day Lake Geneva and Anderson Japanese Gardens tour from Chicago. Start your journey with a relaxing lakeside stroll through Lake Geneva, where hi…
Private Tour Private Downtown Chicago TV and Movie Sites Guided Walking Tour
Explore over 30 iconic movie and TV locations on this two-hour walking tour of downtown Chicago! Visit sites from Ferris Bueller’s Day Off, The Untouchables, The Dark Knight, The Bear, and more. See the theater from Publ…
Free Cancellation Bike Tour in Chicago
Take a spin through the Windy City on a bike tour and discover the most remarkable and world-famous sights. Hit the streets like a local with your guide, dive into the bustling life of the business districts, be welcomed…
Likely To Sell Out Exclusive Sushi-Making Class in Chicago (Includes 3-Course Meal)
Discover the fundamentals of sushi-making in Chicago during this immersive class hosted through Cozymeal. Limited to 8 guests, the workshop showcases the precision and artistry of Japanese cuisine. The menu you will pre…
Free Cancellation Chicago Gangsters and Prohibition Private History Tour
Discover Chicago’s infamous gangster past on a private, fully personalized tour through the city’s historic Prohibition-era streets. Travel in comfort with your English-speaking driver, who shares captivating stories abo…
Free Cancellation Chicago Private Night Skyline and Lakefront Scenic Tour
Experience Chicago’s glowing skyline and scenic lakefront on a private, fully personalized night tour. Travel in comfort with your English-speaking driver, who shares stories and insights about the city’s architecture, n…
Likely To Sell Out Chicago's Fireworks Show aboard Tall Ship Windy!
Enjoy the most Unforgettable Fireworks Cruise in Chicago! A SPECIAL EVENT SAIL! Treat yourself to Navy Pier’s spectacular fireworks display from the best seats in town! Grab a cool drink from our full bar, relax, and enj…
Free Cancellation Chicago Street Art & Creative Districts Tour
Explore Chicago’s vibrant street art and creative neighborhoods on a private, fully personalized tour. Travel in comfort with your English-speaking driver, who shares insights into the city’s artistic communities, mural …
Free Cancellation Chicago Architecture, Art and History Tour - Off The Beaten Path
This short but sweet and unique adventure will take you on a 2-hour walking tour by the interiors of the most iconic buildings of Chicago downtown. Dive into the extravaganza of splendid hidden gems of the city as you e…
Likely To Sell Out Sail on Tall Ship Windy, join us for our "Chicago Skyline Sail"
Join us for an unforgettable sail on Tall Ship Windy, Chicago's Official Tall Ship Ambassador! This is a relaxing sailing Adventure, that you will enjoy, on Lake Michigan, while enjoying the views, and the fresh air! Fu…
Free Cancellation Small-Group Sightseeing Boat Tour in Chicago
The ultimate custom sightseeing experience in Chicago! Enjoy the City from great vantage points and photograph the world-famous skyline. We zip you to many sights around the local waterways including the Navy Pier, Soldi…
Free Cancellation 2 Hours Chicago Architecture Tour - Skyscrapers and Photo Ops
Explore the architectural extravaganza of Chicago downtown and discover the most amazing and captivating facts about the first high-rises, city planning, and construction history. Get a unique chance to combine touring…
Likely To Sell Out Monday Night Concert Series: Blues and Views Aboard Tall Ship
Book early, as these tend to sellout! you are free to move about the ship, while the music plays, everywhere.…
Free Cancellation Chicago Family Food and Bike Tour with Top Attractions
This Chicago Food & Bike tour is perfect for the entire family, put on by Bobby’s Bike Hike, whose food tours in just the past year have ranked as Top 10 in America by USA Today and Top 20 in the world by Tripadvisor. Bi…
Free Cancellation Haunted Ghosts & The Chicago Outfit Segway Tour
Looking for a unique Chicago tour? Glide into the city’s dark past with our unique Segway tour, where ghosts, gangsters, and true crime come to life. Cruise to eerie sites like the Iroquois Theater Fire, one of the dead…
Free Cancellation Fun Sushi Making Class With a Local Chef in Chicago
Roll, slice and build your own plant-based sushi in this hands-on class in Chicago. Booked through Classpop!, this interactive cooking class with Chef Natalie introduces you to the fundamentals of sushi making using cre…
Free Cancellation Holiday Walking Tour: Underground Chicago via the Pedway
Take a tour of Chicago's Pedway system (a network of underground tunnels that allows pedestrians to pass from one end of the Loop to the other) and enjoy seasonal holiday decorations and sights along the way. Our tour b…
Free Cancellation Walking Tour: Chicago's Loop - Home of the Modern Skyscraper
We start our tour at one of the most interesting buildings in the Loop — the Fine Arts Building. Built in 1884 as a showroom and office complex, the building was converted later into its present-day use. Then we're off…