Explore the Windy City with See Sight Tours, Chicago’s best small group tours (max. 7 guests).

Immerse yourself in Chicago’s distinct skyline with bold skyscrapers and incredible views of Lake Michigan illuminated at night.Enjoy the efficiency of having your own local expert and personal guide to share unique and fascinating stories about the surrounding area including exclusive local insights, historic highlights and personalized recommendations.

The tour includes complimentary pick-up and drop-off, all attraction admission fees.

Begin your 3 hour small-group Scenic Night Tour of Chicago with complimentary downtown Chicago hotel pick up in the comfort and style of one of our Mini van where you will be escorted to your very first stop - Willis Tower.

No trip to Chicago is complete without a visit to the top of the tallest building in the Western Hemisphere - Willis Tower (formerly Sears Tower). Taking the elevator all the way up to the 103rd floor where you will enjoy a dazzling 360-degree view spanning 50 miles and 4 states. The most spectacular view - 1,353 feet down “Dare to Stand Out” on The Ledge - special glass balconies extending 4.3 feet outside the building which provides a thrilling, once-in-a-lifetime experience.

Once your feet are back on solid ground your guide will take you on a beautiful skyline cruise to see the beauty of Chicago's architecture lit up by the moonlight and bustling city lights by seeing world-famous skyscrapers from the Chicago River. Aboard the relaxing cruise you will enjoy a boat tour where you will see the breathtaking views of over 40 Chicago iconic landmarks, from hidden architectural features to the Windy City's most famous monuments.

To end your night out, you will also get to see the infamous Chicago Bean (also known as Cloud Gate), British Anish Kapoor’s first public outdoor work installed in the United States.

At the end of your tour your guide will take you back to your downtown Chicago hotel.