Chicago Tours and Cruises
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Popular Tours and Activities
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Chicago Tours and Activities

Duration: 3 hours (9 miles)
Location: Chicago
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Chicago's Lakefront Neighborhoods Bicycle Tour |
From USD
$41.92 |
The Chicago's Lakefront Neighborhoods Bicycle Tour is the tour that made Chicago bicycle tours famous - taking you off the tourist beat and onto the quiet neighborhood streets, city parks, and packed beaches of the North Side of Chicago, giving you a glimpse as to how Chicagoans enjoy their beautiful city. Highlights include the Gold Coast Mansions, Oprah's House, the Playboy Mansion, Lincoln Park Zoo, Old Town Historic District, North Avenue Beach, and the Lakefront. All ages and fitness levels will enjoy this tour, but children must be strong, capable riders! More Info >
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Duration: 3 hours (9 miles)
Location: Chicago
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City Lights at Night Bicycle Tour in Chicago |
From USD
$41.92 |
See Chicago's top attractions in their illuminated beauty. Like a party on wheels, you'll cruise through downtown to see brand new Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You'll see our favorite jaw-dropping vantage points of the scintillating skyline. Wednesday and Saturday nights include the skyline fireworks display at Navy Pier (on dates when fireworks are scheduled). All ages and fitness levels will enjoy this tour, but children must be strong, capable riders! More Info >
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Duration: 2 to 3 hours
Location: Chicago
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Lincoln Park Bike Adventure in Chicago |
From USD
$38.95 |
Enjoy Chicago’s beaches, parks, lagoons and free admission to an incredible downtown zoo on this bike tour through Lincoln Park along the Lake Michigan shoreline! Top sights include Navy Pier, North Avenue Beach, Lincoln Park Zoo (free admission with this tour's E-Ticket) and the Lincoln Park Conservatory. Easy riding and great views! More Info >
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Duration: Approximately 2 to 3 hours
Location: Chicago
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Big Shoulders Bike & Food Tasting Combo Tour in Chicago |
From USD
$68.95 |
Learn how the locals in Chicago earn that famous "Big Shoulders" moniker during this combination bike & food tasting small group tour in Chicago! You will bike from restaurant to restaurant for delicious samples that will underscore how the term "Chicago-style" refers to flavors, cooking techniques and presentations that are unique to this amazing city. More Info >
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Duration: 2 to 3 hours
Location: Chicago
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Bikes at Night Fireworks Tour in Chicago |
From USD
$38.95 |
Get more "bang" for your buck on this small group bike tour that will blow you away! A thrilling fireworks display highlights this easy bicycle ride through the Magnificent Mile, Millennium Park and other areas that showcase Chicago's spectacular skyline. Seven miles of flat terrain is covered on this tour, and full day bike rentals are available as optional add-ons. More Info >
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Duration: 2 to 3 hours
Location: Chicago
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Bikes, Blues & BBQ Combo Tour in Chicago |
From USD
$68.95 |
Savor the delicious and distinct flavors of Chicago-style cuisine AND work off the calories on this combo bike & food tasting small group tour in the Windy City! Learn how certain dishes linked to the Blues music genre influenced the growth and development of Chicago as you sample dishes at several downtown restaurants. You'll also see many notable landmarks! More Info >
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Duration: 1-3 hours
Location: Chicago
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Body-Powered Trikke Rentals in Chicago |
From USD
$29.95 |
If you're looking for a different way to see Chicago and get a little workout while you're at it, try riding a trikke! You and your body power can check out Chicago parks, lakefront and museums. More Info >
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Duration: 2 hours
Location: Chicago
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Chicago Tike Hike Kids Edition Bicycle Tour |
From USD
$35.92 |
The Chicago Tike Hike Kids Edition Bicycle Tour was created with your kids in mind...perfect for families with kids ages 10 and under. A wide array of fun things await your family such as a hidden garden, petting the animals at Lincoln Park Zoo, tossing coins at the wishing fountain, rubbing the foot of a GIANT Abe Lincoln, and biking Chicago's magnificent lakefront trail. 48 HOURS MINIMUM ADVANCE BOOKING REQUIRED. More Info >
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Duration: 4 hours (13 miles)
Location: Chicago
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Chicago's Bikes Bites & Brews Tour |
From USD
$70.69 |
Working up an appetite won't be a problem on this tour! Get a chance to sample from each of Chicago's four favorite food groups - pizza, hot dogs, cupcakes and beer. You'll learn the history behind the foods and get a taste for some of Chicago's most popular neighborhoods. Beer sampling only available to ages 21+ with valid photo ID. More Info >
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Duration: 4 hours (14 miles)
Location: Chicago
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Chicago's Peace Politics & Interest Tour |
From USD
$54.40 |
In honor of Chicago’s hosting of the NATO and Nobel Peace Prize Summits in 2012, this special edition tour will explore Chicago’s tumultuous pursuit of peace and its role in hosting these two world-changing - yet sometimes controversial - events. Guests will learn about the riots of the Democratic Convention of ’68 and the Haymarket tragedy, and we’ll look into the clashing interests of mayors, immigrants, labor movements, business leaders, and social workers all in their pursuits of both a greater life and City. You won’t want to miss this one-time quintessential Chicago tour. More Info >
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Duration: 1-3 hours
Location: Chicago
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Electric-Powered Trikke Rentals in Chicago |
From USD
$39.95 |
Discover Chicago in a most unique way...by renting an electric-powered Trikke! See Chicago parks, the lakefront and museums all from the freedom of one of these three-wheeled vehicles. More Info >
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Duration: 3 to 4 hours
Location: Chicago
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Friendly Neighborhoods Bike Tour in Chicago |
From USD
$38.95 |
Get out of the tourist district and get the scoop on what Chicago is really about on this small group, family-friendly bike tour. Explore the Gold Coast, Old Town, Lincoln Park and several other wonderful neighborhoods throughout the Windy City. Full day bike rentals are available as optional add-ons. More Info >
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Duration: 4 hours (24 miles)
Location: Chicago
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Historic Hyde Park & Kenwood Mansion Bicycle Tour in Chicago |
From USD
$53.91 |
The Historic Hyde Park & Kenwood Mansion Tour is perfect for moderate to advanced riders, covering 24 miles in 4 hours. Tucked along the Southside lakefront, Hyde Park is one of Chicago's most intriguing neighborhoods. It's home to Jackson Park, the Japanese Gardens, the Museum of Science & Industry, and Hyde Park was also the original site of the Columbian Exposition of 1893. You'll ride through the University of Chicago campus with stops at the Rockefeller Chapel, the Nuclear Sculpture, and Frank Lloyd Wright's Robie House. Plus, we'll ride past some of Chicago's most famous residencess, including those of Louis Farrakhan, Muhammad Ali, and President Barack Obama. More Info >
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Duration: Approximately 2 to 3 hours
Location: Chicago
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Sweet Home Chicago Bike & Bites Tour |
From USD
$68.95 |
Here's the sweetest Chicago tour deal around! Find out what goes into creating the delicious sweets you'll sample on this combination biking & tasting small group tour. You'll depart by bike from Millennium Park in downtown Chicago and stop at several sweet shops & bakeries to sample the rich flavors and aromas of chocolates, creamy blends and other yummy treats. Your guide will also teach you about the history of chocolate-making, and shop owners and chefs will instruct you on the art of crafting the perfect sweet treats. More Info >
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