Free Walking Sightseeing Tour #8 in Chicago, United States

Grant Park is a large urban park in the Loop community area of Chicago, Illinois. Located within the city's central business district, the 319-acre (1.29 km2) park's features include Millennium Park, Buckingham Fountain, the Art Institute of Chicago, and the Museum Campus.

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Lurie Garden is a 2.5-acre (10,000 m2) garden located at the southern end of Millennium Park in the Loop area of Chicago in Cook County, Illinois, United States. Designed by GGN, Piet Oudolf, and Robert Israel, it opened on July 16, 2004. The garden is a combination of perennials, bulbs, grasses, shrubs and trees. It is the featured nature component of the world's largest green roof. The garden cost $13.2 million and has a $10 million endowment for maintenance and upkeep. It was named after Ann Lurie, who donated the $10 million endowment. For visitors, the garden features guided walks, lectures, interactive demonstrations, family festivals and picnics.

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Millennium Park is a public park located in the Loop community area of Chicago, operated by the Chicago Department of Cultural Affairs. The park, opened in 2004 and intended to celebrate the third millennium, is a prominent civic center near the city's Lake Michigan shoreline that covers a 24.5-acre (9.9 ha) section of northwestern Grant Park. Featuring a variety of public art, outdoor spaces and venues, the park is bounded by Michigan Avenue, Randolph Street, Columbus Drive and East Monroe Drive. In 2017, Millennium Park was the top tourist destination in Chicago and in the Midwest, and placed among the top ten in the United States with 25 million annual visitors.

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Cloud Gate is a public sculpture by Indian-born British artist Anish Kapoor, that is the centerpiece of AT&T Plaza at Millennium Park in the Loop community area of Chicago, Illinois. The sculpture and AT&T Plaza are located on top of Park Grill, between the Chase Promenade and McCormick Tribune Plaza & Ice Rink. Constructed between 2004 and 2006, the sculpture is nicknamed "The Bean" because of its shape, a name Kapoor initially disliked, but later grew fond of. Kapoor himself even uses this title when referring to his work. Made up of 168 stainless steel plates welded together, its highly polished exterior has no visible seams. It measures 33 by 66 by 42 feet, and weighs 110 short tons.

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The Gage Group Buildings consist of three buildings located at 18, 24 and 30 S. Michigan Avenue, between Madison Street and Monroe Street, in Chicago, Illinois. They were built from 1890–1899, designed by Holabird & Roche for the three millinery firms - Gage, Keith and Ascher. The building at 18 S. Michigan Avenue has an ornamental façade designed by Louis Sullivan. It was listed on the National Register of Historic Places on November 14, 1985, and was designated a Chicago Landmark on September 11, 1996. In addition, it is a historic district contributing property for the Chicago Landmark Historic Michigan Boulevard District.

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The Jewelers Building at 15–17 Wabash Avenue between East Monroe and East Madison Streets in the Loop community area of Chicago in Cook County, Illinois, United States was built in 1881/82 and was designed by Dankmar Adler and Louis Sullivan. It is the only example of the early work of Adler & Sullivan that survives in the Loop. It is also known as the Iwan Ries Building, and the "Little" Jewelers Building to distinguish from the larger structure at 35 East Wacker Drive, which was built in 1925–27.

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CIBC Theatre is a performing arts theater located at 18 West Monroe Street in the Loop area of downtown Chicago. It is operated by Broadway In Chicago, part of the Nederlander Organization. Opened in 1906 as the Majestic Theatre, it currently seats 1,800 and for many years has presented Broadway shows. In its early years, the theater presented vaudeville celebrity acts.

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Four Seasons is a 1974 mosaic by Marc Chagall that is located in Chase Tower Plaza in the Loop district of Chicago, Illinois. The mosaic was a gift to the City of Chicago by Frederick H. Prince ; it is wrapped around four sides of a 70 feet (21 m) long, 14 feet (4.3 m) high, 10 feet (3.0 m) wide rectangular box, and was dedicated on September 27, 1974. It was renovated in 1994 and a protective glass canopy was installed.

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The Chicago Loop Synagogue is an Orthodox Jewish synagogue, located at 16 South Clark Street, in the Loop precinct of Chicago, Illinois, in the United States. Completed in 1958, the synagogue is renowned for a stained glass artwork by Abraham Rattner.

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The Chicago Riverwalk is a multi-use public space located on the south bank of the main branch of the Chicago River in Chicago, extending from Lake Michigan and Lake Shore Drive westward to Lake Street. The Chicago Riverwalk contains restaurants, bars, cafes, small parks, boat and kayak rentals, a Vietnam War memorial, and other amenities.

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The Chicago Architecture Center (CAC), formerly the Chicago Architecture Foundation, is a nonprofit cultural organization based in Chicago, Illinois, United States, whose mission is to inspire people to discover why design matters. Founded in 1966, its programs include public tours and programs, most notably the docent-led architecture cruise on the Chicago River, and other tours in the Chicago area. The river cruise is ranked in the top ten tours in the U.S. by TripAdvisor users. CAC includes conference and exhibition space, including a scale model of downtown Chicago.

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The Joan W. and Irving B. Harris Theater for Music and Dance is a 1,499-seat theater for the performing arts located along the northern edge of Millennium Park on Randolph Street in the Loop community area of Chicago in Cook County, Illinois, US. The theater, which is largely underground due to Grant Park-related height restrictions, was named for its primary benefactors, Joan and Irving Harris. It serves as the park's indoor performing venue, a complement to Jay Pritzker Pavilion, which hosts the park's outdoor performances.

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Jay Pritzker Pavilion, also known as Pritzker Pavilion or Pritzker Music Pavilion, is a bandshell in Millennium Park in the Loop community area of Chicago in Cook County, Illinois, United States. It is located on the south side of Randolph Street and east of the Chicago Landmark Historic Michigan Boulevard District. The pavilion was named after Jay Pritzker, whose family is known for owning Hyatt Hotels. The building was designed by architect Frank Gehry, who accepted the design commission in April 1999; the pavilion was constructed between June 1999 and July 2004, opening officially on July 16, 2004.

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Maggie Daley Park is a 20-acre (81,000 m2) public park in the Loop community area of Chicago operated by the Chicago Park District. It is near the Lake Michigan shoreline in northeastern Grant Park where Daley Bicentennial Plaza previously stood. Maggie Daley Park, like its predecessor, is connected to Millennium Park by the BP Pedestrian Bridge. Designed by landscape architect Michael Van Valkenburgh, the park had its ceremonial ribbon cutting on December 13, 2014, and is named for Maggie Daley, the former first lady of the city who died of cancer in 2011. The park was almost entirely remade with multiple new features including a new field house, an ice skating ribbon, climbing walls, landscaping and children's playground. An older section of the park maintains a garden dedicated earlier to honor cancer survivors. The park is bounded by Randolph Street, Monroe, Columbus and Lake Shore Drives. Construction took 2 years and cost $60 million, including rebuilding an underground parking lot.

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MV Abegweit was an icebreaking railway, vehicle, and passenger ferry which operated across the Abegweit Passage of Northumberland Strait, connecting Port Borden to Cape Tormentine between 1947 and 1982.

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Captain on the Helm, also known as Captain at the Helm, is an outdoor bronze sculpture by Michael Martino, installed at Chicago's Navy Pier, in the U.S. state of Illinois. The statue was donated by the Chicago Lodge of Shipmasters International and dedicated on May 19, 2000. A plaque reads, "To those courageous mariners who guided their ships through perilous waters, carrying cargo and people. Their contributions have been so much a part of our history. May they never be forgotten."

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The Chicago Children's Museum is located at Navy Pier in Chicago, Illinois. It was founded in 1982 by The Junior League of Chicago who were responding to programming cutbacks in the Chicago Public Schools. Originally housed in two hallways of the Chicago Public Library, it soon began to offer trunk shows and traveling exhibits in response to capacity crowds on-site.

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Chicago Shakespeare Theater (CST) is a non-profit, professional theater company located at Navy Pier in Chicago, Illinois. Its more than six hundred annual performances performed 48 weeks of the year include its critically acclaimed Shakespeare series, its World's Stage touring productions, and youth education and family oriented programming. The theater had garnered 77 Joseph Jefferson awards and three Laurence Olivier Awards. In 2008, it was the winner of the Regional Theatre Tony Award.

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Milton Lee Olive Park is a public park in the city of Chicago, Illinois. Designed by Dan Kiley, the park is located west of the James W. Jardine Water Purification Plant and adjacent to Jane Addams Memorial Park and Ohio Street Beach. The park provides large grassy areas for recreation as well as paths for walking, jogging, and biking. Several benches are located in the park either in open, sunny areas or areas shaded by tall honey locust trees. The park contains multiple fountains creating large, circular seating areas. Open views of Lake Michigan and the Chicago skyline can be appreciated from the park.

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