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Activities & Tours: Illinois

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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
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Private Chicago Guided Tour with Hotel Pickup

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 $485.84
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Big Bus Chicago: Sunset Tour by Open-Top Bus

Discover the dazzling beauty of Chicago at night on the all-new Big Bus Sunset Live Tour. This 90-minute panoramic tour takes you on an exciting journey through the city's most iconic sights and landmarks. From the top deck of a double-decker bus, you'll be treated to unique views of the Chicago skyline, comprised of world-famous skyscrapers and revolutionary architecture. Capture a photo overlooking downtown from the Museum Campus in front of the Adler Planetarium and be amazed by the mesmerizing water and light display of The Buckingham Fountain. Immerse yourself in the bustling nightlife of Chicago. See the Art on the Mart, an incredible light show displayed on the façade of the Merchandise Mart. Don't miss the chance to see the city reflect off The Bean (Cloud Gate) at the famous Millennium Park. As you explore, you'll also encounter architectural marvels such as the John Hancock Center, the Wrigley Building, the Chicago Tribune Building, and the Willis Tower.
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based on 133 reviews
See Details → Duration :1 hours 30 minutes
From $49.5
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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
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Chicago River Architectural Lunch Cruise

Experience the best of Chicago with a Premier Plus Architectural Lunch Cruise and spend your afternoon on the Chicago River with dining, picturesque views, and a narrated architectural tour of the city. While onboard, you’ll enjoy our chef-prepared, plated menus, creative cocktails, distinctive service, and breathtaking views from our climate-controlled interior and open-air outdoor deck. Whether for a celebratory lunch for two or for a special afternoon with friends and family, our Architectural Lunch Cruises offer the most breathtaking views of Chicago with an accompanying narrated tour highlighting the history of the city from the water.
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based on 26 reviews
See Details → Duration :2 hours
From $110.58
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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
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Private 2-Hour Walking Tour: Chicago Loop Interior Architecture

Make the best of your visit to Chicago and explore the interiors of the emblematic Loop of Chicago downtown with a private licensed guide. You will enjoy a private tour and discover the hidden architectural treasures of Chicago with a local expert. Here are some examples of what you will enjoy: - Chicago Loop, Chicago - Chicago Cultural Center - Untitled by Picasso, - Block 37, - Marshall Field's Wholesale Store, This is a private tour just for your group.
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See Details → Duration :2 hours
From $224.66
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Chicago River Architecture Tour Aboard a Historic Yacht

Cruise the river on a less crowed, small historic yacht! When in Chicago, cruising down the Chicago River is a must. Except with us, you’ll be taking in the architecture of the buildings that line the beautiful river. We provide detailed explanations of the construction and history of over 50 significant buildings, wrapping up at the end of the river.
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based on 8 reviews
See Details → Duration :1 hours 30 minutes
From $59
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Chicago Small-Group Night Tour with Skydeck and Boat Cruise

This small-group Best of Chicago tour highlights the best ways to experience the Windy City's most prominent sites and attractions including the breathtaking Chicago architecture illuminated at night. You'll visit the former tallest building in the world, visit Adler viewpoint and enjoy a relaxing boat tour on a Skyline cruise. You'll also experience a narrated drive through the Windy City passing by multiple points of interest including the remarkable Aqua Tower and stop at Buckingham Fountain to witness an outstanding night light show.
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based on 18 reviews
See Details → Duration :3 hours
From $209
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Private Lake Michigan Sailing Charter and Sightseeing Tour of Chicago

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.  Three departure times offered daily.  All charters are NON-SMOKING experiences.
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based on 52 reviews
See Details → Duration :2 hours
From $483.96
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Offbeat Street Art Tour of Chicago: Urban Graffiti, Art, and Murals

The Offbeat Street Art Tour is the first tour in Chicago that truly celebrates Chicago's street art scene. No other tour takes guests out into the streets to showcase and highlight the vibrant street art scene which many people overlook on a daily basis. We hope you join us to experience something truly unique in Chicago.
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based on 152 reviews
See Details → Duration :2 hours
From $40
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Chicago Educational Tour and Sail Aboard a Tall Ship

The educational sail aboard Chicago's Official Flagship Windy departs at 11am Thursday thru Monday from Navy Pier. Leave the hustle and bustle behind, and enjoy a leisurely Educational Sail aboard Chicago’s Official Tall Ship. Guests will enjoy 75 minute sail where they will learn about sailing and the history of Lake Michigan and Chicago. Ideal for youth groups, children, families and adults.. Chicago's history is forever linked to the history of sailing on Lake Michigan. From these historical maritime roots, guests will be delighted with interesting facts, unique stories, and a healthy dose of whimsy. You will have a chance to help sail Chicago's famous 148' Schooner and you will be rewarded with incredible scenery and photo opportunities of the Windy City. Enjoy your time on the water — the third-largest of the Great Lakes, Lake Michigan is itself a natural wonder. Your guide will provide live audio commentary throughout the journey. This is approximately a 75 Minute sail.
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based on 74 reviews
See Details → Duration :1 hours 15 minutes
From $39
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2-Hour Chicago Lakefront and Museum Campus 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 241 reviews
See Details → Duration :2 hours
From $75.65
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Private Evening Sail in Chicago Ending with Navy Pier Fireworks

Treat yourself to an unforgettable Chicago experience with this private sailboat cruise under the Navy Pier fireworks. Over the course of two hours, you’ll sail along Chicago’s beautiful lakefront with a view of the city skyline. You’ll have the perfect vantage point to enjoy the incredible fireworks from Navy Pier. This customizable experience allows you to choose your own, route, music, and guest list. 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.  The unique view of the Navy Pier fireworks from the water is an unforgettable experience!  Offered Saturday evening in season.  All charters are NON-SMOKING experiences.
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based on 6 reviews
See Details → Duration :2 hours
From $542.82
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Learn To Make Mole The Real Mexican Way Before Lunch

With a deep knowledge of Mexican cuisine and a passion for cooking with authentic ingredients, Carla brings the art of Mole-making to your table. Each dish is crafted with care and expertise, resulting in a dining experience that is both flavorful and memorable. Whether you're a fan of Mexican cuisine or simply seeking a new and exciting culinary adventure, Carla's Mole experience is not to be missed. Book your seat at the table today and get ready to savor the authentic taste of Mexico!
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based on 3 reviews
See Details → Duration :2 hours
From $185.72