Streeterville

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Streeterville: Our most recommended tours and activities

  • Chicago: 360 Observation Deck and TILT with Mob Bus Tour

    1. Chicago: 360 Observation Deck and TILT with Mob Bus Tour

    Head to 360 Chicago, one of the city’s most impressive landmarks. Ride up to the 94th floor and soak up panoramic views of the city from the observation deck. See the city’s famous skyline as well as the lakefront and 4 neighboring states.  Next, experience Chicago’s most thrilling attraction, TILT. The first of its kind in the world, TILT lets you see the city from a totally new angle, offering downward facing views from over 1000 feet up. Later, discover the underground world of criminals and gangsters on a 1.5 hour mob-themed bus tour. See the places where infamous mobsters conned their way to riches as you listen to tales of their criminal activities. Learn about Al Capone, the Untouchables, the Chicago Mob, John Dillinger, and more.

    The observation deck was great but the mob bus tour sucked however the tour guy was funny. We only made 2 stops and they weren’t that interesting. A stop in front of a theater, the alley where Dillinger was killed mural , and a stop is see a safe. We didn’t get off the bus to see the safe. I would advise people to skip the mob bus tour

  • Chicago: Bikes, Bites, and Brews Biking Tour

    2. Chicago: Bikes, Bites, and Brews Biking Tour

    Working up an appetite won’t be a problem on this signature bike tour combing city sightseeing with the best foods and brews in Chicago.Sample Chicago’s 4 favorite food groups – pizza, hot dogs, brownies, and beer. You’ll learn the history behind the iconic foods and also get a taste of some of Chicago’s most popular neighborhoods. On the daytime version of the tour, cruise through Wrigleyville, Gold Coast, Old Town, Lakeview, and Lincoln Park. On the nighttime version of the tour, bike through the skyscrapers and bars of downtown Chicago and see Millennium Park and Buckingham Fountain at night. On either route, enjoy the beautiful lakefront trail as well. This tour is 13 miles with perfect breaks along the way for sampling. Your experienced guide will keep you safe, in-the-know, and well-fed. Bikes provided.

    Our tour guide was Thomas. The tour was very fun and the food was delicious. First stop was the deep dish pizza and craft beer. Very light to my surprise . Next the Chicago Hotdog and last the gelato. Lastly a beer. It was a great start to my first time in Chicago.

  • Bobby's Bike Hike Chicago: Lakefront Neighborhoods Tour

    3. Bobby's Bike Hike Chicago: Lakefront Neighborhoods Tour

    Hop on a bike and explore Chicago's lakefront neighborhoods! Bobby's Lakefront Neighborhoods Bicycle Tour is Chicago's longest-running and most popular bike tour. Veer off the beaten path and into the opulent neighborhoods, pristine parks, and packed beaches of the near north-side of Chicago. Explore the Gold Coast mansions, Old Town historic district, Lincoln Park, and the zoo, all on the bike. Pass by North Avenue beach and Chicago's lakefront while an experienced, knowledgeable guide explains the rich history and culture of the area. This tour is designed for all ages and fitness levels. Safety is our top priority, and guests follow bike paths for a majority of the tour. Bikes and helmets are provided.

    Our guide was awesome! Very knowledgeable and passionate about Chicago as well as our safety! We loved everything about our Bike Hike. The bikes Were easy to handle for all ages and skills. It’s a fun way to see and travel through the city! Think no more about it! Book it! You will love it! We did!!

Other Sightseeing Options in Streeterville

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What people are saying about Streeterville

Overall rating

4.8 / 5

based on 81 reviews

The observation deck was great but the mob bus tour sucked however the tour guy was funny. We only made 2 stops and they weren’t that interesting. A stop in front of a theater, the alley where Dillinger was killed mural , and a stop is see a safe. We didn’t get off the bus to see the safe. I would advise people to skip the mob bus tour

Our tour guide was Thomas. The tour was very fun and the food was delicious. First stop was the deep dish pizza and craft beer. Very light to my surprise . Next the Chicago Hotdog and last the gelato. Lastly a beer. It was a great start to my first time in Chicago.

Brooke was an awesome guide and very informative! She kept us safe through the streets and kept a great pace! Side note, my brakes gave out on the trip and Brooke was able to quickly adjust and fix them and avoided a poor outcome! NICE JOB Ms. FIXIT LOL

Great day tour of Chicago ~14 miles total, on a hot summer day you’ll be tired and sweaty at the end of it. Stopped at some good food spots - deep dish pizza and Chicago dog.

the panorama and the tilt are worth the trip. pity it's all in english