Activities & Tours: Illinois

Chicago River 90-Minute History and Architecture Tour

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 architectural guide tells the story of more than 130 years of innovation in design, style and technique and why it is important today. The Chicago River Architecture Tour is the most authentic and encompassing Chicago experience the city has to offer.

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based on 5166 reviews

See Details → Duration :1 hours 30 minutes
From $44

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich history and architectural heritage features highlights from Wendella's full-length architecture tours. Hop aboard our world class vessels as our local authentic tour guides showcase our amazing city.

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based on 993 reviews

See Details → Duration :45 minutes
From $28

Lake Michigan Sunset Cruise in Chicago

The Lake Michigan Sunset Cruise departs near the DuSable (Michigan Avenue) Bridge on Wendella's world class tour boats. The Cruise will navigate from the Chicago River, through the Chicago Lock and out onto Lake Michigan. Watch the sun slowly set behind the city from the tranquil waters of Lake Michigan on this serene and romantic cruise.

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based on 867 reviews

See Details → Duration :1 hours 30 minutes
From $44

Chicago Lake and River Architecture Tour

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 architecture as seen from the Chicago River. Then venture through the Chicago Lock on to the calm, cool waters of Lake Michigan for expansive views of Chicago's extraordinary 26-mile skyline. Take the selfie of a lifetime on this inspirational experience!

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based on 1662 reviews

See Details → Duration :1 hours 30 minutes
From $44

Chicago Craft Brewery Barrel Bus Tour

There’s never been a better time to be a beer drinker — and Chicago, with its thriving brewery scene and many destination-worthy beer bars, is the perfect city for suds lovers. Visit three of its craft breweries on this all-inclusive, 3.5-4hour tour, where you’ll get to tour one brewery production facility and enjoy copious samples of local brews. To keep things interesting, you’ll travel in a barrel-shaped bus. Morning and evening departure times are both available.

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based on 220 reviews

See Details → Duration :3 hours 45 minutes
From $99.6

Chicago Lincoln Park Indoor Skydiving with Two Flights

When you arrive at the Chicago Lincoln Park indoor skydiving location, get started by putting on your provided gear and going through a specialized training session from a flight instructor. Learn how to safely float in a 1,400-horsepower vertical wind tunnel that generates a wall-to-wall cushion of air, commonly used by professional skydivers. Experience the thrill of skydiving without having to hurl yourself from an airplane, and no experience is necessary. Once inside the enclosed space of the flight chamber, a tunnel operator slowly increases the wind speed until you and your instructor are airborne. Feel your adrenaline pumping as you 'free fall' at wind speeds reaching 180 mph (290 kph). The stable wind flow keeps you from falling off the column of air, and your instructor is on hand at all times to guide you. The first-time flyer experience takes about 75min. Each session includes up to 12 people, but fly one-on-one with your instructor in the wind tunnel twice for 60 seconds.

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based on 57 reviews

See Details → Duration :1 hours 15 minutes
From $98.09

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 Buffet Dinner Cruise on Lake Michigan

Our Chicago Signature Dinner Cruise is an unforgettable way to experience the city from the water. Spend your evening on Lake Michigan with dining, picturesque views, dancing, DJ entertainment, and an assortment of games. While onboard, you’ll enjoy our chef-prepared dinner buffet, a fully stocked bar, and incredible views of Chicago’s skyline and attractions from our climate-controlled interior and open-air rooftop decks. Whether for a romantic dinner for two or for a special evening with friends and family, our dinner cruises are perfect for any occasion! Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly. Includes - 2 - 3-hour dinner cruise on Lake Michigan - Chef-prepared buffet-style dining - Spectacular views of the Chicago skyline including the Willis Tower and Adler Planetarium - DJ curated music - Guaranteed table for your party size - Complimentary coffee, hot tea, and iced tea

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based on 287 reviews

See Details → Duration :2 to 3 hours
From $95.58

Chicago's Delicious Donut Adventure and Walking Food 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 894 reviews

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

Chicago's Ultimate City Bike Tour

Get acquainted with Chicago’s most iconic landmarks on this riotous guided bicycle tour! Join the expert guides of Bobby’s Bike Hike, America’s longest-running city bicycle tour company, on this exciting and informative adventure. Over the course of a 3-hour bike ride (traversed at a nice leisurely pace), you’ll get up close and personal with Chicago’s legendary Museum Campus, Grant Park, and Millennium Park. You’ll become intimately familiar with Soldier Field, The Adler Planetarium, Buckingham Fountain, The Pritzker Pavilion, and Cloud Gate (the formal name of Chicago’s dearly-beloved “Bean”). This tour is perfect for first time visitors looking to see all of the classic hotspots, and for returning guests looking to understand more about the landmarks they know and love. Hop on two wheels, and come make memories that are sure to last a lifetime!

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based on 135 reviews

See Details → Duration :3 hours
From $54.99

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 375 reviews

See Details → Duration :3 hours 30 minutes
From $75

Private Chicago Tour with Driver and tour Guide. Hotel pick up included

One of the best ways to explore a city is with a private tour. This tour isn't any different. Have your driver and separate tour guide take you around the most important sites and locations of Chicago. Being a private tour, stop whenver you want to take pictures and also explore by foot specific locations. Pick up is included from your hotel or place of choice inside the city and downtown Chicago. Please include this information as well as a contact number when booking. This private tour will give you a great experience to get to know Chicago. This is a 4 hour private tour with driver and separate tour guide. During this tour, you will explore great locations in Chicago like the Richard J. Daley Center. There will also be a photo stop at the Lakefront Trail and South Michigan Avenue. Don't miss the Grant Park, Cloud Gate and of course the Downtown / The Loop. This private tour will finish off at your hotel in Chicago.

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based on 3 reviews

See Details → Duration :4 hours
From $479.37

Lake Michigan and Chicago River Architecture Cruise by Speedboat

Enjoy Chicago’s iconic skyline with an exciting architecture cruise on the Chicago River. Departing from Navy Pier, this 75-minute narrated cruise is the best way to get up-close views of Chicago’s unique architecture and famous landmarks. Seadog offers fun for the whole family (and the dog, too!) with live narration along the city’s shore. Enjoy the speed of Seadog afterward during a short speedboat ride on the lake! Please arrive at the boarding location at least 30 minutes before your scheduled cruise time. The tour will begin promptly.

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based on 206 reviews

See Details → Duration :1 hours 15 minutes
From $57.75

The Devil in the White City: A Haunting History Tour

We are Chicago's first and best Devil in the White City tour, offering the history, legends and lore surrounding H.H.Holmes, the World's Fair and Victorian Chicago. We visit Prairie Avenue, Chicago's Victorian "Easy Street" and site of the Fort Dearborn Massacre, travel to the World's Fairgrounds and the Midway Plaisance at the University of Chicago, and make the notorious trek to the site of Holmes' "Murder Castle."

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based on 12 reviews

See Details → Duration :3 hours
From $52

Original Price : 65

Saving Amount : 13

Lake Michigan Fireworks Cruise in Chicago

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.

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based on 57 reviews

See Details → Duration :2 to 3 hours
From $50

Activities & Tours: Illinois

Chicago River 90-Minute History and Architecture Tour

Chicago River 45-Minute Architecture Tour from Magnificent Mile

Lake Michigan Sunset Cruise in Chicago

Chicago Lake and River Architecture Tour

Chicago Craft Brewery Barrel Bus Tour

Chicago Lincoln Park Indoor Skydiving with Two Flights

Chicago Skyline Sunset Sail Aboard a Tall Ship

Chicago Buffet Dinner Cruise on Lake Michigan

Chicago's Delicious Donut Adventure and Walking Food Tour

Chicago's Ultimate City Bike Tour

Chicago Pizza Tour

Private Chicago Tour with Driver and tour Guide. Hotel pick up included

Lake Michigan and Chicago River Architecture Cruise by Speedboat

The Devil in the White City: A Haunting History Tour

Lake Michigan Fireworks Cruise in Chicago

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