Cloud Gate
Sightseeing Cruises

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Our most recommended Cloud Gate Sightseeing Cruises

Chicago: Night Tour with Willis Tower Entry & Skyline Cruise

1. Chicago: Night Tour with Willis Tower Entry & Skyline Cruise

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan illuminated at night on this city tour. Enjoy convenient hotel pickup and drop-off, skip-the-ticket-line entry to Willis Tower, and a scenic Chicago skyline cruise. After getting picked up from your Downtown Chicago hotel, hop in your air-conditioned Mercedes Metris vans and travel to your first stop, Willis Tower, the tallest building in the Western Hemisphere. Take the elevator all the way up to the 103rd floor of the tower, where you can enjoy 360-degree views spanning 50 miles and 4 states. Get your adrenaline pumping at The Ledge – a glass balcony extending 4.3 feet outside the building which provides a thrilling, once-in-a-lifetime experience. Once your feet are back on solid ground, take to the water for a skyline cruise to see the beauty of Chicago's world-famous skyscrapers lit up by the moonlight and bustling city lights. Enjoy a narrated boat tour passing by over 40 Chicago iconic landmarks. End the night by immersing your senses in a spectacular light and music display at Buckingham Fountain – one of the largest fountains in the world. You will also get to see the infamous Chicago Bean (also known as Cloud Gate), Anish Kapoor’s first public outdoor work installed in the United States. At the end of your tour, your guide will take you back to your downtown Chicago hotel.

Chicago Food Tasting: 2.5-Hour Guided Walking Tour

2. Chicago Food Tasting: 2.5-Hour Guided Walking Tour

Combine an enjoyable walk around Chicago's downtown to see some of the city’s top sites with stops to sample some of the city’s famous tastes. On this 2.5-hour guided walk, you'll get to taste the foods Chicago is best known for doing right. Enjoy deep-dish pizza, the original Italian pastries, Chicago-style hot dog, and a classic Italian beef sandwich. Enjoy a VIP craft beer sample for an additional fee. Along the way, you’ll see some of Chicago's most iconic spots including Millennium Park, the Chicago Riverwalk, the Art Institute, and the famous Bean. By the end of the tour, your stomach will be full of delicious food and your head will be full of fascinating knowledge about Chicago. During the colder months, the tour makes use of the unique underground Pedway system that connects much of downtown and keeps you warm and cozy. On warmer days, you’ll walk at street level to enjoy the large promenades of the loop. The leisurely walking pace is suitable for people of all fitness levels.

Chicago: City Minibus Tour with Optional Architecture Cruise

3. Chicago: City Minibus Tour with Optional Architecture Cruise

Start with pickup from your downtown Chicago hotel. Board your climate-controlled minibus and embark on your guided sightseeing tour. Begin in the heart of downtown Chicago, at The Loop. Here you'll see incredible architecture, including the world's first skyscrapers. You'll even go inside one that features a beautiful lobby designed by Frank Lloyd Wright. The stop also includes views of The Chicago Board of Trade and the Willis (Sears) Tower. After The Loop, head through Grant Park, which is known as the city's front yard. The centerpiece of the park is the Buckingham Fountain. Museum Campus is up next, with three museums, Soldier Field, and the most spectacular skyline views in the city. After a ten minute photo stop, travel around Millennium Park, featuring The Bean, before heading up north along Wacker Drive, which parallels the Chicago River. Arrive in the fancy Gold Coast nightlife area and residential neighborhood - one particularly interesting sight here is the original Playboy Mansion. Then you'll take a trip through part of Lincoln Park, and end the tour by zipping along Lake Shore Drive, past beaches, and old mansions, before being dropped off at your hotel. For those wanting the ultimate Chicago experience, add on the option of the world-famous architecture cruise of Chicago. After your minibus tour and a short break, climb aboard a state-of-the-art cruise vessel for a 75-minute cruise of all three branches of the Chicago River. Marvel at the architecture that has made the city so legendary. Gain insights into the buildings and engineering of a city that gave birth to the skyscraper and is the spiritual home of modern American architecture. An expert guide will lead you down the Chicago River to uncover hidden gems, as well the city’s most renowned landmarks, such as the John Hancock building and more.  

Eastside Chicago: City Exploration Game

4. Eastside Chicago: City Exploration Game

Start the adventure at The Art Institute of Chicago. It will take you between 1.5 to 2 hours to complete and you can also explore at your own pace. Pause the game and resume anytime from the location where you paused it. You will finish at the Fountain of the Great Lakes. As you solve challenges, the story unfolds and exact directions on your phone will guide you to the next location. So, are you up for an exciting city game? After your booking, you will receive an email on how to download the game to your phone. You can play on your own, in a large group, or in several smaller groups that compete against each other and meet at the final stop of the game. For larger groups, one person can purchase access for the entire group by selecting the number of people in the group. All group members will be able to download and play the city game on their phones. Alternatively, each person can make their own purchase.

Chicago: 2 Hour Family Walking Tour with Guide

5. Chicago: 2 Hour Family Walking Tour with Guide

Spend a family fun day out on this 2 hour guided walking tour, designed to suit all ages and interests. Meet your guide, then set off into Chicago’s bustling city streets where your sightseeing adventure begins. Along the way, visit some of the city’s most iconic sights and landmarks, and learn interesting facts and stories about Chicago’s history. Hear how Chicago got its name, and discover hidden secrets as you head off-the-beaten-path. The tour has an easy pace, and your professional guide ensures the whole family has fun. 

Chicago: 2.5-Hour Amazing Scavenger Hunt Adventure

6. Chicago: 2.5-Hour Amazing Scavenger Hunt Adventure

Turn downtown Chicago into your own personal giant game board with Urban Adventure Quest, an interactive Amazing Race-style scavenger hunt that allows you to do just that. On this 2.5-hour sightseeing tour of Chicago, you’ll be guided from your smartphone through the city on a fun, team-building journey. This is the perfect tour for groups – large or small – looking to make their way to the most well-known sites, as well as to those often-overlooked hidden gems the city keeps secret. Race to be the first to finish the game, or take as much time as you need, solving clues, completing challenges, and learning about local history along the way. The adventure will start riverside among the historic buildings and will take you along a game route that will show you the rich history, strong focus on public art, and indelible culture of this great city.   Points of interest on your quest: Riverfront Hard Rock The Bean Art Institute of Chicago Palmer House

Frequently asked questions about Cloud Gate Sightseeing Cruises

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What people are saying about Cloud Gate

Had a great time on our food tour! It’s a great way to learn about foods that were improved upon by this city, some of the history and see a few blocks of downtown.

Loved our food tour. Guide Julia was great. Very knowledgable and entertaining. What a nice way to learn and eat some of Chicago food. Would highly recommend it.

Fun, informative, very tasty tour. Dylan, the guide, was knowledgeable and super fun.

Justin was phenomenal! So enthusiastic about the city. Made it so fun! Also, the food

Rick was a delight and he really knew his history of Chicago!