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Local Experiences in Chicago

Local Experiences in Chicago

The Windy City is a destination of icons—famous foods, sports teams, architectural wonders, and historic blues bars. It’s a multifaceted metropolis with a lot going on, both on and off the tourist path. Here are a few ways to experience Chicago like a local.

Highlights

  • Hit the waters of Lake Michigan during a private sailing excursion along Chicago’s stunning lakefront.

  • Explore Chicago’s top-notch craft beer scene with a ride on the Brewery Barrel Bus.

  • Grab a paddle and go kayaking at twilight to watch the fireworks over Navy Pier.

  • Skip the line at one of Chicago’s top museums, including the Art Institute of Chicago, Alder Planetarium, Museum of Science and Industry, or Field Museum.

  • Indulge in a favorite Chicago pastime—retail therapy—with a shop and spa tour along the Magnificent Mile.

  • Rent a bike and hit the pavement for a self-guided tour of Chicago’s vibrant and diverse neighborhoods.

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Free Cancellation:Get a full refund up to 24 hours in advance on most experiences.See Details

10 Tours and Activities

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Skydeck Chicago Admission Ticket

Skydeck Chicago Admission Ticket

star-4
971
Visit the Skydeck, located on the 103rd floor of the Willis Tower (formerly the Sears Tower) with this pre-paid admission ticket. From the highest point in the city, look out on Chicago's skyline for panoramic views of the sprawling Windy City. Peruse the interactive displays and exhibits showcasing Chicago's history, which are geared toward curious learners of all ages. Then walk out on to the Ledge, a glass balcony that allows views of Navy Pier and Wrigley Field from one of the world's tallest buildings, standing 1,353 feet (412.4 meters) tall.
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  • 3 hours
  • Free Cancellation
From
$30.00
From
$30.00

Blue Man Group at the Briar Street Theater in Chicago

Blue Man Group at the Briar Street Theater in Chicago

star-4.5
84
Enjoy a performance of the legendary Blue Man Group, one of Chicago’s longest-running shows, at the Briar Street Theater. This worldwide performance troupe, whose hilarious and quirky show has earned them raves in cities around the world, has recently updated their performance with new technology. Experience the group’s gigantic tablet, the “GiPad,” as you enjoy the laugh-inducing antics, stunning visuals and high-tech stage show of this ever-changing, family friendly show. Your ticket purchase also includes a choice of seating options and show times.
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  • 1 hour 40 minutes
  • Free Cancellation
From
$56.69
From
$56.69

Chicago Premier Dinner Cruise on Lake Michigan

Chicago Premier Dinner Cruise on Lake Michigan

star-3.5
156
Take a gourmet dinner cruise on a high-end luxury yacht with the stunning skyline of Chicago serving as your backdrop. Climb aboard your recently renovated vessel, featuring a sumptuously-appointed rooftop lounge and stylish interior design, for your cruise along Lake Michigan. Then sit down for a 3-course dinner, informed by some of the world’s top celebrity chefs and composed of fresh ingredients cooked right on-board. After dinner, enjoy coffee and tea, captivating views of Chicago landmarks like the Willis (formerly Sears) Tower and Navy Pier, plus musical entertainment provided by the onboard DJ.
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  • 2 hours 30 minutes
From
$158.98
From
$158.98

30 Minute Lake Michigan Speedboat Ride

30 Minute Lake Michigan Speedboat Ride

star-4.5
122
Zoom along the shoreline of Lake Michigan, zipping past famous landmarks as you go, during this exhilarating speedboat ride in Chicago. Climb aboard your 2,000-horsepower speed boat at Navy Pier, then hang on for the ride of a lifetime, as you zip past famous attractions like the Willis Tower, Grant Park, and Buckingham Fountain, pausing to learn a little about the history and architecture of the Windy City along the way.
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  • 30 minutes
From
$34.75
From
$34.75

Field Museum of Natural History Admission Tickets

Field Museum of Natural History Admission Tickets

star-4.5
149
Delve deep into the world of natural history with this Field Museum admission ticket in Chicago. Spend as long as you like exploring the museum's collection of more than 26 million artifacts. Get to know SUE, the world's largest T. Rex, or stroll through the sparkling Hall of Gems. Time travel through 13,000 years of history in the Americas, from the Ice Age to Inca and Aztec temples. Take advantage of the free daily tours, led by Field Museum docents.
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  • 4 hours
  • Free Cancellation
From
$26.00
From
$26.00

Chicago Craft Brewery Barrel Bus Tour

Chicago Craft Brewery Barrel Bus Tour

star-4.5
45
Learn about Chicago’s brewpub scene and taste different types of craft beer on this guided brewery tour. Visit unique breweries for craft beer samples plus an additional brewing production facility for an in-depth tour. Discover the science behind the brewing process, complete with step-by-step procedures, and enjoy plenty of beer samples throughout the tour. Round-trip transportation in a Prohibition-era-styled barrel bus is included.
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  • 3 hours 30 minutes
  • Free Cancellation
From
$89.60
From
$89.60

LEGOLAND Discovery Center Chicago Admission Ticket

LEGOLAND Discovery Center Chicago Admission Ticket

star-3
59
Bring the kids to  LEGOLAND® Discovery Center in Schaumburg for a day of brick-building adventure. With 30,000-square-feet of space this family-friendly attraction has activities for everyone: from an interactive pirate-themed playland to a factory tour where you can actually see how LEGO bricks are made. There's even a mini replica of famous Chi-town landmarks made from nearly 2-million LEGO pieces.
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  • 7 hours
From
$26.92
From
$26.92

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

star-5
17
If you’ve ever dreamed of sailing away on your own private sailboat, this is the perfect excursion for you. You and up to five other invited guests will have the exclusive use of a sailboat, complete with captain and crew for the duration of your tour. Sail on Lake Michigan and enjoy the sights of Chicago’s striking skyline. If you want, you could even take a turn at the helm.
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  • 2 hours
  • Free Cancellation
From
$427.28
per group
From
$427.28
per group

Chicago Full Day Bike Rental

Chicago Full Day Bike Rental

star-5
40
Discover Chicago's many delights from the comfort of two wheels. Simply pick up your full-day bike rental with lock, map and helmet and start exploring, either solo or with friends. Make your way through Millennium Park and to historic Wrigley Field, stop for a visit at Navy Pier or spend a couple hours watching sea turtles, penguins and even a piranha at Shedd Aquarium. You get to tour Chicago independently at your own pace and leisure without having to deal with parking or public transit.
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  • 1 day
  • Free Cancellation
From
$24.99
From
$24.99

Skip the Line: American Writers Museum Admission Ticket

Skip the Line: American Writers Museum Admission Ticket

star-5
44
Immerse yourself in American literary traditions, and enjoy a host of interactive exhibitions, during a visit to Chicago’s one-of-a-kind American Writers Museum. Conveniently located on Michigan Avenue, the museum was established in 2017, and is one of the city’s newest highlight institutions. Guarantee your admission, and prevent any travel hassles, by securing your tickets in advance. Once inside, you’ll have time to explore at your own pace.
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  • 1 to 5 hours
From
$14.00
From
$14.00