Activities & Tours: Illinois

Excellent Quality

Chicago Skyline Tall Ship Sightseeing Cruise

Leave the hustle and bustle behind! Explore Chicago's shores with a leisurely trip around Lake Michigan. Take in the world-famous skyline, enjoy spectacular views, and discover the Windy City from the water. Windy is the Official Ship for the City of Chicago. At 148 feet long, she is one of only a few 4 masted Schooners built in the United States. You will enjoy a relaxing sail around aboard a truly historic vessel. Select from Pirates and Maritime Stories Sail at 1pm, Skyline/Architectural Theme at 3pm and 5pm, and Skyline Sunset Sail at 7pm. This sail is approximately 75 minutes. The ship leaves promptly at the scheduled time, please allow for time to park, off the pier if necessary.

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based on 434 reviews

See Details → Duration :1 hours 15 minutes
From $59

Skip-the-line: Art Institute of Chicago Guided Tour

Beat the crowds with an expert art historian guide on this exclusive early morning tour. Immerse yourself among the masterpieces housed within the acclaimed museum and listen as your guide brings each piece to life by sharing the story behind it. Let your guide lead you to the most important pieces of the 300,000-strong collection, taking the hard work out of finding where to go and what to see. Explore in a small group for a special, personal experience, and interact with your guide who can give insider’s insight into the museum.

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based on 33 reviews

See Details → Duration :2 hours 30 minutes
From $74

Chicago Skyline Sunset Sail Aboard a Tall Ship

The famous Tall Ship Windy sunset sail is truly famous. Used in many world-renown photos, backdrops for special events, weddings, or just an evening out, the sunset sail aboard one of the only four-mast Schooners still in operation will not disappoint. You will enjoy a sail on Lake Michigan and at just the right moment, S/V Windy will gently turn toward the Chicago skyline for a view of our spectacular sunset. Sit back and relax, enjoy some soothing music, and gently complete your day with this dramatic sunset. ** Please note, tickets purchased for sunset sails on Monday evenings will be upgraded from our traditional 75 minute sail to our Monday Night Blues Summer Concert Series, which departs the dock at 7pm and returns at 9pm. Enjoy live Blues music and 45 extra minutes aboard beautiful Tall Ship Windy!

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based on 27 reviews

See Details → Duration :1 hours 15 minutes
From $59

Chicago Private Sunset Sail on Lake Michigan

Enjoy a private two-hour sailing experience for up to six people along Chicago’s beautiful lakefront. Kick back, relax, and let the US Coast Guard licensed captain treat you to stunning views of Chicago’s spectacular skyline. Make the experience your own. The flexibility of a private charter allows customization of virtually any aspect of the sailing adventure from guest list to music selection to sailing route. All charters are NON-SMOKING experiences.

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based on 21 reviews

See Details → Duration :2 hours
From $483.96

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

Explore some of the most stunning interior spaces you’ll ever see – spaces you’d surely pass by without a second glance if you weren’t shown them by a seasoned, in-the-know tour guide. Ranging from stained glass mosaics from the turn of the century to soaring Art Deco spaces from the Roaring 20s, these spaces are some of the most beautiful in the city -- and open to us to explore!

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based on 830 reviews

See Details → Duration :2 hours
From $35

Chicago's Delicious Donut Adventure with Underground Donut Tour

We've always had a passion for donuts, but only recently did we realize just how many others do too. And when looking around, we didn't see anything that truly celebrated donuts in all their glory, hence the Underground Donut Tour was born. This tour is for anyone who truly enjoys donuts. At each location, you'll be able to try a curated sample or samples of that location's best donuts. Many locations offer vegan, gluten or nut free options, however, please make sure to let us know ahead of the tour, so we can make sure to highlight those specifically for you. Our tours include such favorites as Do-Rite Donuts, Firecakes, Stans, and Doughnut Vault.

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based on 903 reviews

See Details → Duration :130 to 2 hours
From $63

Best of Chicago Small-Group Tour with Skydeck and River Cruise

Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests). Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan .Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations. The tour includes complimentary pick-up and drop-off, all attraction admission fees, and skip the ticket line entry - helping you avoid long wait lines and wait times and freeing up more valuable time to enjoy your vacation. Best way to see all of what Chicago has to offer in a limited amount of time!

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based on 149 reviews

See Details → Duration :4 hours
From $254

Chicago Pizza Tour

Enjoy Chicago’s only bus guided neighborhood pizza tour. Eat like a local as you travel off the beaten path into Chicago neighborhoods to savor the best pizza. Your local guide will teach you the science behind ingredient selection and baking as you sample slices from historic pizzerias. In just a few hours, you’ll leave stuffed, and with an understanding of why pizza is such an important part of Chicago’s culture.

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based on 376 reviews

See Details → Duration :3 hours 30 minutes
From $89

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Looking for fun things to do in Chicago? Look no further - Explore Chicago with one of our professional guides on this scenic 7 or 8 mile Chicago Segway tour. Begin these guided Chicago Segway tours traveling through the fragrant garden paths of Grant Park to view Buckingham Fountain. Enjoy the breeze as you glide effortlessly to the most popular Chicago tourist attractions along the Chicago lakefront: the Museum Campus, the Shedd Aquarium, the Field Museum, and of course Soldier Field, home of the Chicago Bears. You can't go wrong with this perfect sightseeing tour.

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based on 202 reviews

See Details → Duration :2 hours
From $75.65

Bike Tour of Chicago's Lakefront Neighborhoods

This is the tour that made Bobby famous! Bobby’s Bike Hike is America’s longest-running city bicycle tour company, and has been repeatedly recognized for excellence by National Geographic, USA Today, The Associated Press, Conde Nast Traveler, and more! Bobby’s now offers over a dozen specialized tours, but The Lakefront Neighborhoods ride is what started it all. Join one of Bobby’s expert guides on this 3-hour romp through Chicago’s beautiful North Side neighborhoods. See the ever-rising skyscrapers of Streeterville, the luxe residential property of the Gold Coast, the cozy artists’ village of Old Town, and the rolling greenery of Lincoln Park. You’ll finish off with a cruise down the Lakefront Trail, one of the most popular waterfront bike paths in the nation. This leisure-paced journey is sure to make memories that’ll last a lifetime! Tour departs from 540 N. Lake Shore Drive, Chicago.

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based on 198 reviews

See Details → Duration :3 hours
From $54.99

Field Museum of Natural History All-Access Pass

Delve deep into the world of natural history with this Field Museum All Access Pass in Chicago. Your pass includes access to all ticketed exhibitions. 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. Don't forget to meet Maximo, the museum's newest titanosaur at over two stories tall!

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based on 100 reviews

See Details → Duration :1 to 8 hours
From $41

African American Heritage Tour of Chicago

On this tour we visit the DuSable Museum of African American History. We visit the museum for 45 minutes. This tour visits the homes of Louis Farrakhan, the former home of Elijah Muhammad and the former home of Muhammad Ali. We will pass by the home the 44th President of the Unites States, Barack Obama as well as the home of Reverend Jessie Jackson. We provide insight on how African Americans have made a huge impact on Chicago as well as the rails, how during the Great Migration African Americans traveled to Chicago. Come tour with us!

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based on 52 reviews

See Details → Duration :4 hours
From $125

Chicago Evening Crime Tour by Bus

Join us for a fun night of exploring Chicago's crime history on this 2-2.5-hour bus tour that includes: * World famous crime scenes like the St Valentine's Day massacre * Stops on-and-off the bus at famous crime sites * True Crime history * Historic video footage * Interactive live commentary * Crime quiz * Souvenir pamphlet with photos * Luxury climate-controlled bus * So much more! Some of the world’s most notorious criminals, mobsters & gangsters bamboozled their way through Chicago. Escape into the city’s criminal underworld as you investigate stories about Al Capone, The Untouchables, the Chicago Mob and more. From a luxury coach, see the sites of storied crime scenes including Biograph Theatre, Holy Name Cathedral, and the St Valentine's Day Massacre, one of Chicago's most notorious murders. Snap photos of the historic criminal courthouse, and hop on-and-off the coach to walk the path that Chicago gangsters John Dillinger and Hymie Weiss followed just before their deaths.

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based on 355 reviews

See Details → Duration :2 to 2 hours 30 minutes
From $55

Chicago Murder Mystery Tour

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!

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based on 251 reviews

See Details → Duration :2 hours
From $35

Chicago: Architecture, History & Highlights Small Group Tour

Chicago has it all – amazing architecture, great food, and iconic sights both old and new. This walking tour takes you to some of the city’s best spots alongside a local guide where you’ll get the inside scoop on what makes Chicago so special. Not only that, we’ll throw in a couple of sweet, local treats to keep you going as we explore on foot.

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based on 66 reviews

See Details → Duration :2 hours 30 minutes
From $59

Activities & Tours: Illinois

Chicago Skyline Tall Ship Sightseeing Cruise

Skip-the-line: Art Institute of Chicago Guided Tour

Chicago Skyline Sunset Sail Aboard a Tall Ship

Chicago Private Sunset Sail on Lake Michigan

Chicago Architecture Walking Tour: Dazzling Interiors of the Loop

Chicago's Delicious Donut Adventure with Underground Donut Tour

Best of Chicago Small-Group Tour with Skydeck and River Cruise

Chicago Pizza Tour

Chicago Lakefront and Museum Campus Small-Group Segway Tour

Bike Tour of Chicago's Lakefront Neighborhoods

Field Museum of Natural History All-Access Pass

African American Heritage Tour of Chicago

Chicago Evening Crime Tour by Bus

Chicago Murder Mystery Tour

Chicago: Architecture, History & Highlights Small Group Tour

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