This is a tour like no other! Our newest Segway adventure is completely unique and will cover the good, the bad, the ugly and the totally weird stories of Chicago. We will travel back through the ages as you discover the city thro... More

Tour the lobbies of five opulent Art Deco skyscrapers built near the banks of the Chicago River during the business boom of the Roaring '20s. Learn how Art Deco reflected the era’s fun-loving optimism with lavish materials and g... More

Embark on an exhilarating journey through Chicago, the "City of Big Shoulders," with our comprehensive self-guided audio tour. From the bustling Loop to the serene shores of Lake Michigan, uncover the rich tapestry of history, cul... More

This extraordinary tour of the Prairie Ave District is one not to be missed. Get a sense for how Chicago's wealthiest residents lived around the turn of the century and what remains today. This unique Chicago tour begins with an... More

Chicago is home to some of the world’s earliest skyscrapers. Get an up-close look at these 19th Century marvels, learn about innovations used to build them and discover how they transformed Chicago into a center of skyscraper de... More

“Chicago’s Festive Lights: A Magical Christmas Journey” takes you through the heart of the Windy City during the most wonderful time of the year. Begin your tour at 875 North Michigan Avenue, formerly known as the John Hanco... More

Explore the surprising beauty and history of the Windy City with this combo tour of Chicago’s Millennium Park and Riverwalk! Snap a picture by the famous Cloud Gate sculpture and get away from the hustle and bustle in the city�... More

Learn firsthand about Black History from a 5th generation South Sider in a 2.5-hour walking tour of Bronzeville and beyond. Highlights of the tour include, Barack Obama’s home, Muhammad Ali’s home, Local murals and street art ... More

Embark on a family adventure starting at the iconic metal horse sculpture at 425 S. Financial Place, a symbol of strength in the city's bustling financial district. Wander to the Chicago Board of Trade Building, marveling at its s... More

This tour will show you many of these delightful cottages and the different styles they were designed and constructed in. You will also learn about their history and unique part of the growth of the city of Chicago. Plus you will ... More

Venture along Michigan Avenue on an interactive tour to uncover Chicago's hidden gems and iconic landmarks. Dive into the city's rich history, answer trivia, and complete challenges for a unique experience blending sightseeing wit... More

Are you looking for a way to see Chicago without joining a tour group? Explore at your own pace with this affordable walking tour. • Take in Chicago’s concrete giants and hear fascinating stories about quirky artworks, local ... More

Be welcomed and greeted in Chicago from a TRUE native of the city. Experience the vibrant history and culture of the city while being professional photographed, and enjoying Chicago's famous Garrett's popcorn. This tour is lead by... More

Learn the history that makes the Chicago River and its recently updated Riverwalk historically unique.   Chicago is home to one of the world’s most recognizable and celebrated skylines and the Riverwalk’s intimate vantage pr... More

Uncover Hollywood's sinister past in Chicago through The Wizard of Oz, cocaine movies, and gangsters! A park inspired by The Wizard of Oz, homes designed by Chicago's leading architect, and a theater built for moving pictures see... More

Chicago’s Loop is home to some of the city’s most perfectly preserved Art Deco architecture designed during the Roaring 20s. See 7 stunning Art Deco buildings, all masterpieces in their unique & individual ways, as well as 4-5... More

Take a time travel journey inside Chicago's best-kept secret: a 125-year-old architectural marvel. This extraordinary building was envisioned by renowned architect Solon Spencer Beman, famous for designing the town of Pullman and ... More

The Loop is the heart of downtown Chicago. Within lies amazing art and architecture, great entertainment and shopping, history and horror and number of hidden gems. Christmastime adds another layer. It can be overwhelming, on your... More

“Lincoln Park Spirits: A Ghostly Walk Through Chicago’s Past” takes you on an eerie exploration of the Lincoln Park neighborhood. Begin at Julia Porter Park, a serene spot with a hidden history. Then, venture past the Alphaw... More

This is not a bus tour, 90% of our tours are 11 people or less, as we specialize in small, personalized group tours. This gives us the space and time to take pictures and have great conversation! The personal, small tour approach ... More