Private & All-Inclusive Chicago Downtown Highlights Walking Tour

On this private walking tour our expert local guide will take you to see some of Chicago’s best-known attractions! The day will begin with you meeting with your friendly local guide at Millenium Park, home to Cloud Gate.From there, your tour will begin as you start your walk through Chicago, exploring the most famous and beautiful locations in the city!

1. 1

   Chicago Cultural Center

   45 min

   The Chicago Cultural Center is one of the city’s most popular attractions and the cultural heart of the downtown Loop neighborhood. Taking up an entire city block, the stunning landmark building is home to the world’s largest Tiffany stained glass dome and presents more than 700 humanities programs a year — and many of them are free and open to the public. Spend hours admiring the architectural splendor of this Chicago gem or just stop in for a quick dose of culture

2. 2

   Wrigley Building

   20 min

   The Wrigley Building is one of downtown Chicago’s most recognized architectural icons, dating to the 1920s.Even though the building was ornamented with French Renaissance elements, the most prominent feature of the structure is the clock tower. This reaches a height of 130 meters (425 feet) which effectively makes it a magnificent skyscraper as well.

3. 3

   Stop 3

   30 min

   The Chicago Athletic Association hotel is located in Chicago's loop district. It occupies an 11-story Venetian Gothic building designed by architect Henry Ives Cobb and completed in 1893. From its construction all the way until 2007, it functioned as a private club for wealthy Chicagoans. This rich and exclusive history is preserved in the hotel’s modern refurbishment, as the renovators preserved the majority of the structure’s bells and whistles. This means the interior space today remains dominated by an assortment of ornate paneling, elaborate molding, and beautiful trims. Intricate details are everywhere here, yet the space still manages to feel fresh and modern. Nestled directly across the street from Millennium Park, the boutique hotel is housed within a Venetian Gothic building that sports modern amenities infused with grand historic details, lauded restaurants, ballrooms with jaw-dropping Lake Michigan views, and cozy pubs where libations and conversation flow freely.

4. 4

   Tribune Tower

   20 min

   One of Chicago’s most iconic buildings is the Tribune Tower. Despite rising only 36 stories, the tower has helped set Chicago apart as a living architectural museum. Its soaring Gothic spires and shrine-like lobby, complete with inspirational quotes, are by now iconic identifiers of the city and make it a thoroughly Chicago building.

5. 5

   The Picasso

   15 min

   Standing 50 feet tall and weighing over 160 tons, the Chicago Picasso in Daley Plaza is much more than just artwork to Chicagoans. The untitled Picasso sculpture that originally sparked controversy in the city has now become one of Chicago’s most famous sculptures and beloved icons.

6. 6

   Navy Pier

   45 min

   Navy Pier is undeniably one of Chicago’s top attractions. Stretching into Lake Michigan, this year-round destination truly comes to life in the summer, with fireworks displays, live music, theatre, and cruises setting sail daily. Come fall and winter, Navy Pier is still hopping, with special events, sights, and activities that span all ages and interests such as a theatres, a ferris wheel, a museum, a park, a beer garden, shopping and dining facilities, boat rides, etc..

• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Infants are required to sit on an adult’s lap
• Suitable for all physical fitness levels

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