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Welcome aboard! Embark on an unforgettable skyline sail packed with unique experiences, including an architecture tour revealing the hidden history of the Windy City's skyline, thrilling pirate and maritime tales that transport you back in time, and educational sails that pique curious minds. Catch the breathtaking horizon views during sunset sails, creating the perfect backdrop for romantic moments, fun nights with friends, and stunning photo opportunities. Join them for the Monday Night Blues sail, where live music will soothe your soul, or celebrate special occasions with enchanting fireworks sails that light up the night sky. At Windy, they aim to create memories, connect people, and provide an unparalleled nautical experience.

If you're a fan of Shakespeare, you should attend the Chicago Shakespeare Theater on Navy Pier. This professional theater company was founded in 1986 by Barbara Gaines and is the third largest in the Midwest. They produce works from the Shakespeare canon and other theatrical performances, with over six hundred performances annually at the Courtyard Theater and the Upstairs space. The theater has won numerous awards, including 36 Joseph Jefferson Awards, three Laurence Olivier Awards, and a Regional Theatre Tony Award. The theater also has a family series for younger audiences and special student pricing.