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Top Illinois Sightseeing Tours
Chicago Architecture River Cruise
1 hour 15 minutes - Experience one of the world’s most beautiful cities on a cruise down the historic Chicago River. On this architecture cruise, head down the main branch of the Chicago River, up the north branch to the East Bank Club, and then south past Willis Tower (Sears Tower) to the old Post Office Building. Take in magnificent city skyline views as you see...Read more
Chicago's Gold Coast Hidden History: A Self-Guided Audio Walk
50 minutes - Amy Bizzarri, author of 111 Places in Chicago That You Must Not Miss, takes you on a fascinating self-guided audio tour of hidden historical spots in Chicago's gilded Gold Coast. Peep behind the gates of the original Playboy Mansion, walk along a wooden block-paved alley, sip a Faster Pussycat in Chicago's oldest piano bar and more as you enjoy a...Read more
90-Minute Chicago River Architecture Tour
1 hour 30 minutes - 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 90 minute tour will navigate through the heart of the city on all three branches of the Chicago River while your professionally-trained...Read more
Lake Michigan Sightseeing Cruise
40 minutes - Admire all of Chicago's fabulous lakefront sights and attractions on this 40 minute Lake Michigan boat tour. Cruise along Lake Michigan and take in amazing views of the city’s famous skyscrapers from a great vantage point. Feel free to bring a lunch and enjoy drinks from the onboard bar as you relax on this sightseeing...Read more
Chicago Lake and River Architecture Tour
1 hour 30 minutes - An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years of fascinating social, cultural and political history, and explores more than a century of groundbreaking architecture. The journey begins with an up-close perspective of Chicago's internationally-known...Read more
Big Bus Chicago Hop-On Hop-Off Tour
2 hours - The lakeside metropolis of Chicago is famous for its striking skyscrapers, world-class museums and colorful history. Explore the “Windy City” at your own pace, with the choice of a Classic, Premium or Deluxe ticket, all which include a hop-on, hop-off sightseeing bus tour with stops strategically located near the city’s top attractions. Hop...Read more
Gangsters and Ghosts Tour in Chicago
2 hours - Interested in exploring Chicago from the perspective of ghosts and gangsters- Want to really immerse yourself in the history of this great American city, right from the locations that started it all- This tour visits the locations frequented by some of Chicago's most notorious gangsters along with many of the most haunted locations in...Read more
Chicago Lakefront Electric Bike Tour
1 to 2 hours - 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 Buckingham Fountain, the Art Institute of Chicago, and the Museum...Read more
1-Day Harley-Davidson Museum+Lake Geneva (Chicago Departure) CW1
8 to 10 hours - Itinerary:
Milwaukee - Harley-Davidson Museum (Optional, 75 mins) -Miller Brewery (Optional, 75 mins) - Lake Geneva - Lake Geneva Bay Cruise (Optional, 60...Read more
Famous Tastes of Chicago Food Tour
3 hours - What should a visitor see and do while in Chicago- It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond that it can often be hard to decide where to start. Why not tantalize all of your desires and senses with a 3 hour small- group walking food excursion lead by a professional guide- You'll...Read more
Chicago Style Food Tour
3 hours - Confused on what to see and do while in Chicago- It goes without saying that the Windy City has it all; from food, history, architecture, culture and beyond. Combine them all by tantalizing all of your senses with a 3 hour small- group walking food excursion lead by a professional guide. You'll indulge in 5-6 of Chicago's quintessential staples...Read more
Amazing Lakefront Segway Tour in Chicago
2 hours 30 minutes - Segways are amazingly fun, and Chicago's lakefront, parks, and skyline are absolutely gorgeous! Add our smart, entertaining tour guides to the mix, and you have the experience of a...Read more
Chicago Crime and Mob Bus Tour
1 hour 30 minutes - 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...Read more
Holiday Hike Chicago-Style: Festive Food & Walking tour
3 hours - There’s nothing more magical than downtown Chicago during the holiday season. Bobby’s Holiday Hike is a 3-hour guided walking and food tour through the Chicago Loop, brought to you by Bobby's Bike Hike, internationally recognized for tours by bike and on foot. You’ll get to sample the Windy City’s favorite winter treats; including a...Read more
Chicago Fireworks Dinner Cruise with Buffet
3 hours - Celebrate a night out in Chicago with dinner, dancing and sightseeing aboard a three-hour luxury cruise on Lake Michigan. Glimpse top Chicago attractions like Navy Pier, Soldier Field and more while you dine on a lavish, all-you-can-eat buffet! See spectacular views of the Chicago skyline and a live DJ spinning your favorite songs. In the summer...Read more