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The Willis Tower, previously known as the Sears Tower, is in downtown Chicago. Completed in 1974, it is a 108-story building that held the title of the tallest building in the world for nearly 25 years. It remains the tallest building in the United States. The Skydeck, located on the 103rd floor, is the building's observation deck, approximately 1,353 feet above the ground. It is one of Chicago's most popular tourist attractions, welcoming about 1.3 million visitors annually. Recently, renovations have introduced new glass balconies with floors extending four feet over the street. The balcony provides stunning views of Illinois, Lake Michigan, and neighboring states Indiana, Michigan, and Wisconsin on a clear day.

Enjoy a memorable evening on the water with City Experiences Chicago Cruises, Boat Rides & Tours. With a perfect setting to enjoy dinner, drinks, and dancing, they provide stunning views of Chicago from the water. City Experiences offers exciting options for groups of 20 or more, such as historic sightseeing cruises in Boston, thrilling speed boat rides on Seadog in Chicago or Codzilla in Boston, and awe-inspiring whale watches in San Diego or Boston. With unique tours and experiences, City Experiences ensures an unforgettable day on the water.

Maggie Daley Park Rock Climbing is Chicago's first and only Climbing Park. It features two magnificent custom-designed rock climbing structures that offer a unique outdoor recreational experience for beginners and experts alike. The park staff provides instructions and supervision to ensure the safety of the climbers. The combination of Skating Ribbon and Climbing Park makes it an all-season park inviting and engaging for Chicagoans and visitors. The climbing walls are 40 feet high and cover an area of 19,000 square feet. The wall is divided into beginner and advanced sections, and there are three types of climbing: bouldering, lead-harnessed, and top rope. The climbing wall can comfortably accommodate 25 to 100 climbers at any given time.

The Kohl Children's Museum is a fantastic place for children to have fun and explore. Geared towards kids aged eight and below, it offers various activities such as science, art, math, technology, teamwork, and outdoor games. The Kohlights holiday event is now an indoor/outdoor experience, where you can enjoy Twinkle Train rides, meet and greet with Anna & Elsa, and stroll through the interactive lights of Habitat Park. Additionally, you can explore all the indoor museum exhibits. The Kohl Children's Museum of Greater Chicago boasts 17 interactive and hands-on exhibits, all carefully designed to align with the Illinois State Learning Standards and stimulate young children's love for learning. The Museum attracts an average of 300,000 visitors annually, and it has around 6,000 member families who enjoy the purpose-built facility, the interactive exhibits, and the easily accessible location.