Chicago is a city of neighborhoods, each unique in their own culture and identity worth exploring. Located just steps away from Holiday Jones, venture over to Wicker Park’s notorious drag on Milwaukee avenue and explore cool streetwear and clothing shops like Una Maes, Mildblend Supply Co, Belmont Army, Saint Alfreds, and Wayfare or opt for vintage finds at thrift shops like Kokorokoko, Buffalo Exchange, and Ragstock. From there, embark on an eating adventure and experience some of Chicago’s hippest restaurants. Post up at popular taco spot Big Star and order a Margarita pitcher and assortment of tacos while being part of the city’s scene along Damen Avenue, or visit its sister restaurant next door, Dove’s Luncheonette, for a decadent tex-mex meal from world-renowned Chef Paul Kahan. Still hungry? Slurp a bowl of ramen from alternative ramen restaurant Oiistar, get gourmet tacos at Antique Taco, create your own pizza and drink locally-brewed beers at Piece Pizza, or enjoy an Asian feast at the cool and boisterous Mott St. When the evening starts heating up, explore the city’s thriving cocktail scene at spots like Violet Hour, Revel Room, or Bordel before catching live music sets at venues like The Subterranean.

As we’re located just steps away from the Blue Line Division stop on Chicago’s iconic “L” train, it allows for easy accessibility throughout the sprawling city. Hop on at the Division stop and embark on an exploration to the essential sights including the Willis (Sears) Tower, Millennium Park, The Bean (Cloud Gate), Magnificent Mile, Navy Pier, Buckingham Fountain, the Shedd Aquarium, John Hancock Observatory, and other notable destinations.

Just South of downtown, discover a plethora of cultural experiences like delicious Dim Sum in Chinatown at spots like Triple Crown Restaurant, Ming Hin, and Phoenix, or wander through the vibrant street art scene in nearby Pilsen while enjoying tacos from the neighborhood’s many traditional taquerias like Don Pedro or Carnitas Uruapan. Stay south and make stops at Chicago’s Museum of Science and Industry or wander through the impressive and picturesque University of Chicago campus in Hyde Park.

If you’re looking to enjoy the outdoors by foot, hit the nearby 606, an elevated trail that begins in Chicago’s Bucktown neighborhood and goes through the Wicker Park and Logan Square neighborhoods ending in Humboldt Park. Soak in the city’s lakefront, on a Divvy bike rental, people watch as locals post up for the day with their picnics, and watch as the waves crash upon the shore all while indulging in that refreshing Windy City breeze.

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Enjoy a wide variety of sightseeing tours and cruises in Chicago, Illinois. Our most popular tours are the Architectural Tours by Boat and the Chicago Trolley Tour. We also feature exceptional Dinner Cruises, as well as dinner show tickets and bus tours. Chicago Tours features a variety of bus tours, bike tours, Segway tours, shopping and food tours, and boat tours to show you the great sights of the great city of Chicago. See the Willis Tower, enjoy a fabulous Dinner Show, Rent a Bike or enjoy a Ghost Tour.

Enjoy a seamless glide, as you experience spectacular views of Chicago’s breathtaking Lakefront, while riding on the newest technology of Segway Personal Transporters. With countless attractions, gorgeous parks and dazzling gardens your tour guides will ensure you receive the most stunning photo opportunities. Hear stories about and around Chicago, while capturing a glimpse of the magnificent architecture of the “windy city”.

Enjoy a cruise of the historic Chicago River that showcases over 40 landmarks of modern American architecture. Join us on an exciting journey as we tour the Chicago River and its architectural landmarks.

This comprehensive trolley tour of the Windy allows you to hop on and hop off at a number of popular locations. Trolley stops include Willis Tower, Art Institute, Museum Campus, Water Tower, Rock ‘N Roll McDonald’s, Wrigley Building and Fort Dearborn.

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