Roscoe Village Inn's Favorite Chicago Tours 

There is so much to do see and experience in Chicago and so many ways to do it! Our guided tours will take you by foot, by segway, bike, bus or boat! No matter what you choose; you're sure to have an amazing time exploring this beautiful city of ours!
people on a wendella architectural river tour
Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to enjoy and admire. This comprehensive tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today.
gangster tour guides in Chicago
Experience Chicago as it was during the 1920s and 1930s
See the old gangster hot spots and hit spots. Hear historically accurate accounts of the exploits of Capone, Moran, Dillinger and the rest of the boys. Feel the excitement of jazz-age Chicago during the Prohibition Era.  Enjoy a journey into the past as we cruise the city in search of the old hoodlum haunts, brothels, gambling dens and sites of gangland shootouts
people on a chicago food planet tour
Eat, drink and discover Chicago's neighborhoods as you see the city's sights from a local's view.  They have a passion for telling stories and creating unique experiences that allow people to connect through food. Reserve a one-of-a-kind, authentic Chicago experience today.
people on a chicago greeter tour
Let a friendly, knowledgeable local give you an insider’s orientation to Chicago! Register at least 10 business days in advance for a FREE 2-4 hour guided visit of Chicago. Greeter visits are customized based on your choice of neighborhoods, language and interests.  We have over 200 enthusiastic volunteers waiting to share their expertise and passion about the city with you!
people on a chicago bike tour
Bike and Roll’s offer over thirty differents tours---neighborhoods, Millennium Park, The Loop, Chicago's Lakefront just to name a few!
people on a chicago segway tour
Chicago Segway Tours are ideal for beginners and experienced riders. If you are visiting the world-class city of Chicago for first time, you will have the opportunity to explore the beauty of the city's landmarks and architecture that border Lake Michigan and the magnificent Chicago skyline. Glide with the most experienced, trained and highest rated Segway Tour Company, where you will enhance your knowledge and learn current and historical Chicago facts, while you enjoy scenic vistas, photo-ops and iconic buildings.