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Top Chicago Luxury Tours

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Bikes, Bites, and Brews: Chicago's Signature Dishes Bike Tour

Chicago dogs, deep-dish pizza, cupcakes and craft beer are all sampled on this 4-hour bike tour through the windy city. You’ll cover about 13 miles (21 km), following an informative guide at a moderate pace through the Chicago neighborhoods of Wrigleyville, the Gold Coast, Old Town, Lakeview and Lincoln Park. Stop along the way at a popular downtown bakery, pizza shop, hot dog stand and two breweries for a taste of local flavors.
  • Duration: 4 hours
  • Free Cancellation
  • Duration: 4 hours
  • Free Cancellation
From  
US$72.99
From  
US$72.99
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NEW TO VIATOR

Chicago Fireworks Cruise

Enjoy your favorite drink while gazing Chicago’s magnificent architecture and finish your cruise with fabulous light show, at Navy Pier. Enjoy drink specials on board such as $7 Beer, $9 Wine, $10 Mixed Drinks. You can also purchase the optional Bar Package at the Ticket Office upon arrival for $22.
  • Duration: 2 hours
  • Duration: 2 hours
From  
US$49.28
From  
US$49.28
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2.5-Hour Cupcake Tour Of Chicago

Visit the best dessert boutiques along the Magnificent Mile in Chicago on a 2.5-hour cupcake tour led by a guide. Skip-the-line access and all cupcakes are included as you visit up to five bakeries. You'll also see landmarks like the Wrigley Building, Water Tower Place, John Hancock Center, and the Chicago River, and hear commentary about Chicago from your guide.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
US$50.00
From  
US$50.00
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Chicago Loop Walking Tour

Step into the heart of Chicago with this 2-hour walking tour of the Loop. You’ll meet your local guide at the Chicago Cultural Center and make your way through the city’s downtown. Stop to check out the elevated “L” train, buildings by Burnham and Sullivan, busy commercial centers and lesser-known quiet corners of this vibrant area. You’ll come away with a deeper sense of Chicago’s rich history and architecture.
  • Duration: 2 hours
  • Free Cancellation
  • Duration: 2 hours
  • Free Cancellation
From  
US$30.00
From  
US$30.00
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Alleys of Chicago North Loop Photo Tour

You may never have thought of the back alleys of Chicago’s North Loop as particularly photogenic. This small group tour will change your perceptions by helping you find the overlooked interesting shots and scenes that make for unforgettable photographs. You don’t have to have a fancy camera to participate, just a mind that’s open to the art in unexpected places.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
US$48.00
From  
US$48.00
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Alleys of Chicago South Loop Photo Tour

Explore hidden gems of Chicago through the lens of a camera on a photo tour of the alleyways of the South Loop. With a photographer guide, you'll see a different side of the city and find opportunities for upshots and detail photos. Discover the different appearances and atmospheres of the alleys, from graffiti to architecture to urban events. Note, you must bring your own camera.
  • Duration: 2 hours 30 minutes
  • Free Cancellation
  • Duration: 2 hours 30 minutes
  • Free Cancellation
From  
US$48.00
From  
US$48.00
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NEW TO VIATOR

Niagara Falls, NYC, Philadelphia, D.C., Pittsburgh & Cleveland Tour

Join a 6-day guided tour of the top attractions of New York, Philadelphia, D.C., Pittsburgh and Cleveland from Detroit, Toledo and Chicago. Also see the world famous beauty, the Niagara Falls!☆ Explore the magnificent Niagara Falls and take the "Maid of the Mist" cruise boat☆ Visit top attractions at D.C - Capitol Hill, White House, Lincoln Memorial and more.☆ Experience the most popular city New York - A City that Never Sleeps☆ Exclusively visit the Mysterious State Park - Watkins Glen State Park.☆ Board on North America's tallest building - One World Trade Center.☆ Take Philadelphia open-top double-decker bus to learn about the birthplace of more than 30 East American historical cradles.☆ Visit the inside of US Capitol
  • Duration: 6 days
  • Duration: 6 days
From  
US$510.00
From  
US$510.00
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NEW TO VIATOR

Chicago Fireworks Cruise

No city embraces summer quite like Chicago. Join in the celebration with friends and family on this epic fireworks cruise. Get up-close and personal every Wednesday and Saturday night with an unobstructed 360-degree view of this exciting and thunderous spectacle.
  • Duration: 120 to 150 minutes
  • Free Cancellation
  • Duration: 120 to 150 minutes
  • Free Cancellation
From  
US$39.00
From  
US$39.00
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Book online or call
(888) 651-9785
(888) 651-9785