Top Experiences in Water Tower Place

Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Walking tour paths explore historic crime scenes with great photo opportunities. True crime stories about Chicago Gangster Al Capone, The Untouchables, The Chicago Mob, Prohibition, John Dillinger, Frank “The Enforcer” Nitti, Cap George Streeter, Leopold & Loeb, H.H. Holmes and more.
Visit historic landmark buildings like: The Biograph Theater, Holy Name Cathedral, Cook County Criminal Court House, Harry Caray’s Italian Steakhouse, etc. Tour famous Chicago neighborhoods: Streeterville, River North, Gold Coast, Lincoln Park, Old Town, Loop and Magnificent Mile. Locals and tourists agree that this educational and entertaining thing to do in Chicago is a unique cultural experience.

Choose the number of hours and we can help you make the most out of your time! Book a VIP treatment to see the city in your private car. Our knowledgeable drivers will do the hard work so that you an enjoy the view. Limo service Hop on - hop off, call today to customize your tour.
This particular tour is for 2 hours, any additional time will be charged separately in 30 minutes increments. The time starts a the prearranged pick-up time and it ends when we drop you off at your final stop.

The Chicago Murder Mystery Tour is an interactive game and tour. Explore the city and solve a murder at the same time! Play as a detective and a suspect as you navigate one of the richest neighborhoods in the world, and learn about the real legends and crimes of Chicago!

Embark on an exciting walking adventure through Chicago with my city tour!
From the iconic Red Line station in Jackson, we will take you on an unforgettable tour of the most representative places of this vibrant city.
We will begin our trip by immersing ourselves in the majesty of Millennium Park, home of the famous sculpture 'Cloud Gate' or 'The Bean', where you can capture stunning photos and enjoy its lively atmosphere.

We will continue exploring the Magnificent Mile, an impressive avenue full of luxury shops, exquisite restaurants and impressive architecture. Here you will have the opportunity to admire some of Chicago's most iconic skyscrapers, such as the John Hancock Center and the Wrigley Tower.

As we progress, we'll discover Chicago's best-kept secrets, from quaint alleys to historic buildings.

Join Cranberry Tours for an exhilarating bus journey to the Windy City—Chicago! Our comfortable and scenic ride from Toronto will whisk you away to the heart of American urban culture. Upon arrival, immerse yourself in the architectural wonderland, with a planned itinerary including the towering Willis Tower, the historic Wrigley Building, and the art-filled expanses of Millennium Park. We'll cruise down the Magnificent Mile for some world-class shopping and dine on authentic deep-dish pizza. With expert guides to lead the way, you'll discover the rich tapestry of Chicago's neighborhoods, each brimming with stories and local flavor. This tour promises not just sights and sounds but a deep dive into the vibrant spirit of one of America's most iconic cities. Get ready for a Chicago adventure that will leave you with memories to last a lifetime!

Discover Chicago's best on our Big Bus tour. Board our open-top, double-decker bus and see the city's iconic landmarks, from the Magnificent Mile to Millennium Park. Utilize our convenient stops to explore vibrant neighborhoods and attractions, including Willis Tower, the Chicago Riverwalk, and more.

Spend your day shopping on Magnificent Mile, enjoying Navy Pier's Ferris Wheel, or tasting authentic Chicago Deep Dish Pizza. Our flexible tour lets you create your own itinerary, with a free app to track bus arrivals.

Listen to digital commentary in multiple languages, offering expert insight into Chicago's history and culture, while recommending the best places to eat, drink, and shop. Offering comfortable seating and panoramic views, our Hop-On Hop-Off Sightseeing Tour is an ideal way to explore the city. Hop off as often as you like within your ticket's validity period, and simply hop on again when ready to continue.

Get the whole Chicago experience combining our Chicago Architecture & Highlights Tour and Chicago Food Tour: Deep Roots to Deep Dish!

Our two-part tour begins by exploring the heart of downtown Chicago - with its iconic architecture, both old and new, views of the Chicago River, Millenium Park, and bustling city avenues (plus, a couple tasty local treats along the way).

From there, we’ll hit the Central Loop, where locals go to grab their favorite foods, day and night. Try the best of Chicago fare and get to know the history and how-tos (and how-not-tos) behind iconic street and comfort food staples - from the infamous deep dish pizza to sandwiches to a loaded hot dog!

Your local guide will entertain with fascinating stories and the everyday immigrant chefs and vendors responsible for Chicago’s eclectic food scene. By the end of the tour, you’ll have a deep appreciation for both the evolution of this excellent city and the role food has played in the lives of all Chicagoans!