Activities, Camps and After School Classes in Chicago, IL

Paddle the calm, clean and turquoise waters of Lake Michigan at your own pace. Kayak the lakefront scenery in downtown Chicago on your own personal kayak, taking in the city skyline and lake views. Pull off at a nearby beachfront and enjoy time on the sand before paddling further.

This 4-day tour from Chicago offers a rare blend of industrial history, natural beauty, and cultural landmarks across the Midwest and Northeast. From exploring Detroit's automotive legacy at the Henry Ford Museum to witnessing the breathtaking force of Niagara Falls—by day and by night—this itinerary packs iconic experiences into a short timeframe. You'll visit national and state parks, taste world-famous Buffalo wings, and explore both the American and Canadian sides of the falls. Add in a stop at the legendary Rock and Roll Hall of Fame and scenic views of Lake Erie, and this tour delivers a rich, varied adventure that few itineraries can match. Perfect for travelers seeking history, nature, and unforgettable moments all in one trip.

Discover Pilsen, one of Chicago’s most vibrant neighborhoods, known for its colorful street art, rich Mexican heritage, historic architecture, and thriving local culture. This locally led Pilsen walking tour offers an authentic, insider experience beyond typical Chicago sightseeing. - Pilsen-based experts with 40+ years of combined experience - Explore iconic sites like 16th Street murals, Thalia Hall, and local cultural landmarks - Official Pilsen tour partner of the Chicago History Museum - Bilingual tours available in English and Spanish - Multiple routes and flexible options, including walking, running, or biking tours

Experience Chicago in Style with Our Luxury City Sightseeing Minibus Tour. Indulge in the ultimate Chicago adventure on our top-rated, luxury sightseeing minibus tour. This 2-hour, expertly guided experience takes you through the vibrant heart of the city in a sleek, climate-controlled minibus designed for comfort and class. Marvel at iconic skyline views and the shimmering waters of Lake Michigan from panoramic windows, and enjoy curated photo stops at the city's most breathtaking landmarks. With engaging stories from your private guide and an intimate, upscale atmosphere, this tour offers an unmatched blend of elegance and exploration. Please note, infants 0-3 years old must sit on a lap.

Step inside a unique and fascinating journey through Chicago’s premier indoor mushroom farm, as seen on FX/Hulu’s acclaimed series "The Bear," where our mushrooms were featured by the show’s chefs. During this tour, you'll discover how exotic culinary mushrooms are cultivated for Chicago’s top Michelin-starred restaurants and celebrated chefs. Explore 17 diverse climate-controlled grow rooms and follow every stage of the mushroom-growing process—from spore to harvest. Experience how advanced agricultural technology produces sustainable, flavorful mushrooms that grace everything from tacos to fine dining plates. This behind-the-scenes adventure is perfect for food lovers and curious minds, offering an unforgettable look at the future of farming and flavor.

An amazing, local's guided tour of one of Chicago's coolest neighborhoods. Learn the history and get advice from a local who knows this area and make your Chicago experience a memorable one. Get out of downtown, come and experience the neighborhoods that make Chicago the great city that it is. Looking forward to seeing you!

Explore Chicago's iconic skyline on this enlightening Riverwalk architectural tour. Experience the rich tapestry of history and innovation as "you get your steps in" along the scenic Riverwalk, revealing the stories behind the city’s most celebrated structures. Expert guides will share insights into the work of renowned architects like Mies van der Rohe and Jeanne Gang, showcasing the stunning interplay of glass, steel, and water. Ideal for architecture enthusiasts and first-time visitors alike, this tour offers a unique perspective on the Windy City’s vibrant culture and architectural beauty. - Discover Chicago’s architectural evolution from Art Deco to modern designs - Guided insights from experts on legendary architects and their masterpieces - Enjoy a scenic stroll along the picturesque Riverwalk - Perfect for both architecture lovers and those new to Chicago

"Dive into adventure with us, your go-to for the ultimate app-led adventure hunts! Step into a world where every landmark and hidden gem is waiting to be discovered. Challenge yourself with trivia, tackle brain-teasing puzzles, and embark on an epic journey of exploration! Whether you’re collaborating with your crew or turning up the competition, Adventure Hunts guarantee a blast for all. Perfect for any occasion—whether it’s a spontaneous outing, a wild bachelorette bash, a festive birthday celebration, or a team-building extravaganza. Each player gets to dive into an interactive role, ensuring every challenge is as thrilling and unique as the next. So, gather your squad, choose your adventure, and let the good times roll! With us, every outing becomes a treasure trove of memories and excitement. Are you ready to conquer the city and create unforgettable experiences? Make every day an adventure! "

The Frederick C. Robie House on the University of Chicago campus is considered one of the most important buildings in the history of American architecture. This Prairie style masterpiece is now a UNESCO World Heritage Site on the 20th Century Architecture of Frank Lloyd Wright List. Discover the residence Wright described as “a cornerstone of modern architecture” on guided tours that take in both the exterior and interior of the building. Inspired by the expansive landscape of the Midwest prairie, Wright’s Robie House is the most famous of the architect’s groundbreaking Prairie houses. Public tours are available Thursday - Monday. The museum is closed Tuesday and Wednesday. Save when you book directly at Visit to learn more.

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 different cuisines. Follow your guide’s advice not to get lost in a great diversity of options and enjoy the most peculiar delicacies including deep dish pizza, Italian beef, and hot-dogs. Feel your stomach with delight and your head with new information as you walk and learn something new with every step you make. - Eat your way through the River North neighborhood to get a real taste of the City by the Lake. - Combine walking tour with history insights and culinary tips from your guide. - Enjoy a small group for better personalized experience. - Benefit from your guides expertise and learn more about restaurants and cafés of Chicago.

Get ready for the most complete adventure the city has to offer—an immersive Full Day Chicago Food Tour and Walking Tour that blends Chicago’s legendary flavors with its most iconic landmarks. Savor Chicago Pizza, Hot Dogs, Italian Beef, Garrett’s Chicago Mix Popcorn, and the original Palmer House Brownie, or elevate your day with our VIP craft beer upgrade. This unforgettable Chicago in a Day Tour explores Millennium Park, the Chicago Riverwalk, Michigan Avenue, Cloud Gate, Chicago Theater, and more, guided by true local experts. Enjoy a 5-hour journey through culture and cuisine, plus a FREE 2-hour bike or kayak rental to continue the adventure along Lake Michigan. Recently honored among the “Top 10 Food Tours in America” (USA Today) and “Top 20 Food Tours in the World” (TripAdvisor), this award-winning Culinary Tour is one of the top Things to do in Chicago. Don’t miss the most delicious, scenic Full Day Food Tour in Chicago—all in one extraordinary day.

Set sail on our flagship vessel, where style meets comfort in a Tiki Chic atmosphere. Your adventure begins on the iconic Chicago Riverwalk, where you’ll board a beautifully appointed boat featuring two climate-controlled decks, two full bars, two bathrooms, and both indoor and outdoor viewing areas—perfect for soaking in the sights no matter the weather. As you sip a refreshing beverage, enjoy the rare experience of transiting the historic Chicago Locks—a must-see for locals and visitors alike. Once you glide into the open waters of Lake Michigan, you’ll be treated to breathtaking views of Chicago’s world-famous skyline, framed by the gentle breeze and city lights. Looking to elevate your cruise? Upgrade to the exclusive Admiral’s Lounge, where you’ll enjoy top-shelf spirits, including selections from the Captain’s Private Reserve, all in a more intimate, upscale setting. This is more than just a boat ride—it’s a uniquely Chicago experience you won’t forget!

Our goal is to disturb and unsettle you of whatever assumptions you may have about Chicago. We do so with our entertaining and brilliantly researched experiences, that highlight the historic gangster past of Chicago, and also shares the hidden beauty, natural wonders, and cultural highlights of America's third-biggest city. Guests walk away more historically oriented travelers, with a reason to visit Chicago again.

Step into the captivating realm of illusions, where reality is never exactly as it appears. Museum of Illusions is a one-of-a-kind, visual, sensory, and educational experience designed to engage your sense of wonder and challenge perceptions through the science behind optical illusions. We offer over 50 immersive, hands-on exhibits to explore. Our illusion rooms, installations and holograms let you defy gravity, grow and shrink your body, walk into a life-size kaleidoscope, and play tricks on your senses at every turn. It’s a mind-bending journey that deceives the senses and reveals how the brain interprets reality.

（For Non-foliage season tour）Visit Milwaukee’s top attractions: Harley-Davidson Museum, Public Market, Miller Brewery & Milwaukee Art Museum Seasonal upgrade available during autumn foliage season Enjoy breathtaking fall colors at Back Bay Park, Holy Hill Basilica, and Lake Geneva (For optional foliage tour) Optional lake cruise to view Lake Geneva’s stunning autumn scenery Round-trip transportation from Chicago included

Looking for something truly local, active, & unforgettable for your kids while you explore Chicago? Bobby’s Chicago Kids Camp is a one-of-a-kind day camp Chicago experience designed with both visiting families and locals in mind. While you enjoy adult time—deep dish at Lou Malnati’s, a stroll through the Art Institute, or an adult-oriented bike tour up to Wrigley—your child is biking the lakefront, kayaking calm waters, & making new friends at the best summer camp in Chicago. Our camp blends active outdoor fun with real Chicago stories. Campers visit landmarks like Millennium Park, the Lincoln Park Zoo, & Buckingham Fountain—learning fun facts & building confidence along the way. We offer flexible booking by the day or week, with half-day & full-day options—perfect for travelers building an itinerary. It’s not just a Chicago kids camp—it’s a chance for your child to experience the city like a local, while you enjoy some grown-up adventure of your own. Book your kids adventure today

This tour takes you along the Lakefront bike path. Which you'll be able to experience the beautiful nature that surrounds the city skyscrapers. You will get a chance to ride Electric Bikes and see the city from a different vantage point. It all begins navigating through our meeting point and going by the bike path to Navy Pier, Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus). As we admire the grounds and perfect location between the iconic skyscrapers and nature. We will then proceed and make our way over to the lakefront path. Riding along we will take you to a magnificent view of the skyline which is the best place for a photo shoot. Afterward, we will take the lakefront bike path over the Chicago River. A quick ride back to our starting point ends the tour.

Discover the fascinating history of Chicago from a whole new perspective — on the water! This 120-minute Guided History Tour along the Chicago River brings the city’s past to life through captivating stories, iconic landmarks, and little-known facts that shaped the Windy City into what it is today. • Chicago’s transformation from swamp land to industrial hub to the modern metropolis it is today • The dramatic story of the Great Chicago Fire of 1871 and how the city rebuilt stronger than ever • Tales of Chicago’s most infamous gangsters and Prohibition-era legends • The groundbreaking 1893 World’s Fair and the inventions it introduced to the world • The incredible reversal of the Chicago River — its purpose and lasting impact on the city’s future Step aboard and experience how history, architecture, and innovation flow together on this unforgettable journey through Chicago’s past and present.

We begin at a local shop synonymous for their quality donuts––Do-Rite Donuts. From there we’ll walk the Randolph corridor, learning about the history of Chicago’s West Loop, a historic neighborhood which has gone through a series of revitalizations since its days as the industrial backbone of the City of Big Shoulders. We’ll sample the wacky, matcha-infused creations of a hidden-gem––Matcha-Cita cafe, where you’ll definitely need to pause for a photo-op! We’ll enjoy the over-the-top donut stylings of a newcomer shop trying to break onto the scene, Voodoo Donuts, a Portland transplant featuring indulgent flavors and unexpected toppings. Finally, we’ll stroll through a magical, old-time brickwork alley laden with beautiful, floral street-art, before emerging at Sawada Coffee, owned by the world renown latte artist, Hiroshi Sawada. Throughout our journey, we’ll provide anecdotes and history of each of the locations, the surrounding neighborhood as well as Chicago history in general.

Walk in the footsteps of Al Capone, John Dillinger, and real life ghost stories while hearing tales of Chicago's haunted past. Visit Prohibition Era speakeasy bars, sites of real life mob shootouts, and haunted tragedies that shape the city's legacy. This walking tour blends ghost stories, true crime history, and architectural landmarks to reveal the beauty and horror from one of America's most famous time periods, right where it happened. You'll gain special access to architectural interiors tied to famous history, as you are led by a trained historian tour guide through these famous sites. Learn where Chicago's history still whispers after dark!

Step into the darker side of Chicago’s history on an unforgettable journey where true crime and iconic landmarks intertwine. Discover the Windy City’s infamous past as you explore the sites connected to America’s most notorious serial killers — John Wayne Gacy, the “Killer Clown” who haunted the Chicago area, and Jeffrey Dahmer, whose gruesome acts shocked the nation.