Chicago: Small Group Walking Tour With Skydeck and Boat

Set out on a captivating journey through the architectural wonders of Chicago. This small group walking tour immerses you in the city’s vibrant history, from the iconic Willis Tower Skydeck to the scenic Shoreline Architecture Cruise. Uncover hidden gems, explore Millennium Park, and witness the stunning Cloud Gate sculpture. With skip-the-line access and expert narration, this four-hour experience offers an unparalleled perspective on Chicago’s architectural marvels. Prepare to be captivated as you delve deeper into the city’s rich cultural tapestry.

Key Points

• This 4-hour small group walking tour in Chicago includes skip-the-line access to the Willis Tower Skydeck and a 75-minute Shoreline Architecture Cruise.
• The tour covers historical sites like the Rookery Building, Marquette Building, and Palmer House, as well as Millennium Park and the Chicago Riverwalk.
• Participants can enjoy up to 50% savings on select bookings, and the tour is wheelchair accessible with cancellation allowed up to 24 hours in advance.
• The tour is conducted in English and is limited to 10 participants, providing a personalized experience with insights into the city’s architecture and history.
• Guests are advised to arrive 10 minutes early, dress appropriately for the weather, and wear comfortable shoes to fully enjoy the walking tour and boat cruise.

You can check availability for your dates here:

Tour Overview and Pricing

This Chicago Small Group Walking Tour offers a comprehensive experience, with prices ranging from $189.00 to $94.50 per person, allowing for up to 50% savings.

The 4-hour tour is limited to 10 participants and is conducted in English. It’s wheelchair accessible, and you can cancel up to 24 hours in advance for a full refund.

This intimate walking tour is limited to 10 participants, conducted in English, wheelchair accessible, and offers flexible cancellation.

The tour includes admission fees and skip-the-line access to attractions like the Willis Tower Skydeck. It also features a 75-minute Shoreline Architecture Cruise, providing insights into Chicago’s iconic buildings.

Guests are advised to dress for the weather and wear comfortable shoes.

Itinerary Highlights

The tour starts at 222 S Riverside Plaza, where participants visit the iconic Willis Tower Skydeck for panoramic views from the 103rd floor.

Next, the group will walk to historical sites, including:

• Rookery Building

• Marquette Building

• Palmer House

After exploring Millennium Park and the Cloud Gate sculpture, the tour continues across the DuSable Bridge and along the Chicago Riverwalk, ending at Navy Pier for the Shoreline Architecture Cruise, a 75-minute narrated tour showcasing over 40 architectural landmarks.

Cruise Experience

The Shoreline Architecture Cruise is a 75-minute narrated tour that showcases over 40 architectural landmarks along the Chicago River. Guests gain insights into the history and design of structures from classical to contemporary. The tour features:

| Feature | Description |

| — | — |

| Duration | 75 minutes |

| Highlights | Over 40 architectural landmarks |

| Commentary | Narrated tour |

| Perspective | Showcases landmarks along the Chicago River |

| Architectural Styles | From classical to contemporary |

This cruise provides a unique opportunity to appreciate Chicago’s renowned architecture from the water.

Tour Features

Although the Chicago Small Group Walking Tour offers a comprehensive sightseeing experience, it also provides several convenient features to enhance the experience.

One such feature is the ability to skip the ticket lines for major attractions, ensuring a smooth and efficient visit. Plus, the tour includes all admission fees, eliminating the need for additional payments.

Skip the ticket lines and enjoy all admission fees included for a smooth and efficient sightseeing experience.

Finally, the option to provide gratuities allows participants to show their appreciation for the guide’s expertise and service.

• Skip the ticket line for attractions

• Includes all admission fees

• Optional gratuities

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Customer Feedback and Additional Information

According to the customer reviews, the Chicago Small Group Walking Tour has an overall rating of 3.4 out of 5 based on 5 reviews.

Feedback has been mixed, with positive comments about the tour experience itself, but negative feedback regarding cancellations and refunds.

To ensure an enjoyable experience, the tour operator recommends dressing for the weather, wearing comfortable footwear, and bringing water. Guests are advised to arrive 10 minutes early at the meeting point, the Fifth Third Center.

Exploring the Willis Tower Skydeck

Visitors begin their Chicago walking tour with a stop at the iconic Willis Tower, formerly known as the Sears Tower. Ascending to the Skydeck on the 103rd floor, guests are treated to panoramic views of the city.

The Skydeck experience includes:

• Stepping out onto the glass ledge, which extends 4.3 feet from the building, providing a thrilling perspective of the city below.

• Exploring the interactive exhibits and learning about the tower’s history and architecture.

• Taking in the stunning vistas of Lake Michigan, the Chicago River, and the city’s famous skyline.

The Skydeck visit offers a breathtaking introduction to the architectural wonders of Chicago.

Walking Through Historical Sites

After exploring the breathtaking views from the Willis Tower Skydeck, the walking tour leads participants through a series of historical architectural gems in downtown Chicago. The group will visit the Rookery Building, a stunning landmark known for its intricate brick and terra cotta façade. Next, they’ll admire the ornate Marquette Building, the Palmer House, and the Reliance Building, all showcasing the city’s rich architectural heritage. The tour culminates at the Sullivan Center, a prime example of the Chicago School of architecture. Along the way, you will learn about the history and design of these remarkable structures.

| Site | Architectural Style | Construction Year |

|——|———————|——————-|

| Rookery Building | Richardson Romanesque | 1886 |

| Marquette Building | Chicago School | 1895 |

| Palmer House | Renaissance Revival | 1871 |

| Reliance Building | Chicago School | 1895 |

| Sullivan Center | Chicago School | 1899 |

Discovering Millennium Park and the Chicago Riverwalk

From the architectural landmarks, the walking tour heads to Millennium Park, Chicago’s celebrated public space.

At the park, visitors will marvel at:

• The iconic Cloud Gate sculpture, affectionately known as "The Bean," with its mirror-like surface reflecting the city skyline.

• The Crown Fountain, featuring LED-lit glass blocks and video portraits of Chicago residents.

• Lurie Garden, a serene 5-acre green space offering a peaceful respite from the bustling city.

The tour then continues along the scenic Chicago Riverwalk, allowing participants to appreciate the city’s vibrant waterfront and admire the striking architectural designs that line the river’s edge.

Ask Away

Are There Any Discounts Available for Students or Seniors?

The tour offers up to 50% discounts, but doesn’t specify student or senior discounts. Customers should check the website or contact the tour provider directly for any special pricing options that may be available.

Can I Bring My Own Food and Drinks on the Cruise?

You’re allowed to bring your own food and drinks on the cruise. However, the tour operator recommends checking the cruise line’s policies as some restrictions may apply. It’s best to inquire about any limits or prohibited items beforehand.

Is There an Option to Upgrade to a Private Tour?

Yes, there is an option to upgrade to a private tour. Customers can pay an additional fee to have a private tour with just their group, allowing for a more personalized experience.

What Is the Policy for Bringing Pets on the Tour?

The tour does not allow pets. Per the tour details, the group size is limited to 10 participants, and the tour is wheelchair accessible, but there’s no mention of accommodating pets. Guests should plan accordingly.

Can I Extend My Stay at the Willis Tower Skydeck?

Unfortunately, the tour itinerary doesn’t allow for extended stays at the Willis Tower Skydeck. The tour guide will provide a specific amount of time for visitors to enjoy the Skydeck before moving on to the next activity.

Final Words

This small group walking tour offers an immersive experience of Chicago’s architectural wonders. Visitors can take in the city’s iconic sights, from the Willis Tower Skydeck to the Millennium Park sculptures, while enjoying skip-the-line access and insightful commentary. The scenic Shoreline Architecture Cruise provides a unique perspective on the city’s landmarks. With a maximum of 10 participants, this tour delivers an engaging and personalized exploration of Chicago’s rich history and vibrant urban landscape.

You can check availability for your dates here: