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The Illinois Railway Museum is where you can learn about the history of railway transportation and its impact on the country. The Museum houses over 400 pieces of original equipment from when railroad transportation was essential for industrial purposes and everyday life in America. These pieces of equipment include horsecars, steam locomotives, and passenger cars. The Museum also exhibits and operates restored rolling stock and equipment on a demonstration rail line. Moreover, it collects, preserves, and maintains a reference library of publications, technical information, and other materials related to railroads, railways, and transportation for research and other purposes.

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.

Lollapalooza is a music festival that features over 170 bands across nine stages worldwide. The festival takes place in Grant Park, located in the heart of downtown Chicago, with the stunning Chicago skyline serving as a backdrop. In addition to the impressive lineup, Lolla offers interactive areas where attendees can participate in giveaways, purchase merchandise, and more. Chow Town, the festival's food area, features delicious food, drinks, and sweets from some of Chicago's favorite restaurants. The emphasis is on fresh, reasonably priced items from local vendors rather than the typical "carnival" fare. For those looking to elevate their Lolla experience, you can purchase GA+, VIP, or Platinum tickets, which provide access to prime views, exclusive lounges, luxury amenities, and getaways from the crowds.

If you are a fan of blues music, you should visit Kingston Mines during your trip to Chicago. This jazz and blues bar is one of the oldest establishments in the city and offers an intimate setting for live music performances. The venue has been presenting the best acts since 1968 and has a legendary reputation for hosting some of the finest live music performances in Chicago. It has won the "Best Blues Club" award at the Chicago Music Awards for 13 years. At Kingston Mines, you can enjoy live, authentic jazz and blues music on two stages. The venue also offers a wide selection of drinks, including beer buckets, wine, and cocktails. And if you're feeling hungry, check out Doc's Rib Joint - the in-house restaurant that serves mouthwatering barbecue, chicken, burgers, seafood, ribs, and various tasty sides and appetizers.