• Cloud Gate - We will start our tour with a view of the Cloud Gate also known as the Chicago Bean, British artist Anish Kapoor’s first public outdoor work installed in the United States.

• Shoreline Sightseeing - Chicago’s famous architecture! There’s nothing like seeing these world-famous skyscrapers from the Chicago River. Aboard the Shoreline Architecture Cruise, you will enjoy a narrated boat ride where you will see over 40 Chicago landmarks, from hidden architectural treasures to the city’s most famous monuments.

• Buckingham Fountain - Buckingham Fountain is a Chicago Landmark in the center of Grant Park, and between Queen’s Landing and Congress Parkway. Dedicated in 1927, it is one of the largest fountains in the world.

• Adler Planetarium - The Adler view point, is the best spot to take a photo of the Chicago Skyline.

Please note, from June 18th to August 13th we cannot guarantee the stops Buckingham Fountain and Adler viewpoint. If we cannot visit those stops, we will substitute with a luxurious drive up Chicago’s famed Magnificient Mile; including hop-out stops at The Chicago Theatre, the electric and unnamed Chicago Picasso sculpture in Daley Plaza, and the Chicago Watertower (sole survivor of the Chicago Fire).

• All attraction admission fees
• Hotel pickup and drop-off (Downtown Chicago, IL)
• Small-group tour (6 maximum)
• In-vehicle air conditioning
• Professional driver/guide

• Food and Drinks
• Gratuities

Discover the highlights of Chicago on a personalized small-group tour, limited to just 6 participants. Marvel at the city’s renowned skyline, impressive skyscrapers, and breathtaking views of Lake Michigan, all while benefiting from the knowledge of your amiable Tripshepherd guide.

Begin your journey with a complimentary pickup from your downtown Chicago hotel, then head to the Adler Planetarium Pier, offering one of the most picturesque views of the Windy City.

Afterward, board the Shoreline Architecture River Cruise for a guided boat tour showcasing over 40 of Chicago’s iconic landmarks. From intricate architectural details to the city’s most famous monuments, this cruise provides a distinctive view of Chicago’s skyline and its rich history.

Conclude your Chicago adventure by visiting two essential landmarks: the stunning Buckingham Fountain and Cloud Gate (“The Bean”), one of the most photographed spots in Millennium Park.

Your day concludes with a complimentary drop-off at your downtown Chicago hotel!

For a full refund, cancel at least 24 hours before the scheduled departure time.