Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry

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Discover iconic architecture landmarks, experience Skydeck entry and enjoy a boat cruise on a guided small group Chicago tour.

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Explore the Best of Chicago’s Landmarks

Embark on an engaging journey through Chicago with a small group, led by a passionate local guide. This guided tour combines the city’s architectural marvels with stunning skyline views and memorable experiences. Your adventure starts with a walk through Chicago’s streets, where you’ll see renowned buildings and public spaces that define the city’s character.

Experience the Skydeck Chicago

Begin your journey with entry to Skydeck Chicago, situated in the iconic Willis Tower. Ascend to the Skydeck and gaze across Chicago’s distinctive skyline from one of the highest observation points in the city. Enjoy panoramic views that stretch across Lake Michigan and beyond. The Skydeck experience offers not only breathtaking sights but also engaging exhibits that introduce you to the city’s past and architectural achievements.

Guided Small Group Walking Tour

Afterward, join your knowledgeable guide for an immersive walking tour through the city’s vibrant neighborhoods. You’ll discover architectural landmarks and public art — including a visit to Millennium Park, home of the world-famous Cloud Gate, affectionately known as “The Bean.” Your guide will share insights about the city’s history, influential architects and the evolving design styles seen throughout Chicago’s downtown.

Shoreline Architecture Boat Cruise

A highlight of your day is the Shoreline Architecture Cruise. Step aboard and relax as you float along the Chicago River while your guide provides commentary on the impressive skyscrapers and historic sites lining the banks. On this cruise, you’ll have the chance to see the city from a unique perspective and gain a deeper appreciation for Chicago’s influential role in the world of architecture.

Memorable End at Millennium Park

After taking in the scenery from the river, the tour wraps up at Millennium Park. Here, you’ll have time to marvel at the mirrored surface of Cloud Gate and capture photos of one of Chicago’s most beloved icons. Throughout your experience, you’ll also learn about the stories, designers and innovations behind each landmark you visit.

Stress-Free Experience

Your tour includes the convenience of hotel pickup and drop-off, making it easy to relax and focus on the sights without worrying about logistics. This well-rounded experience is ideal for first-time visitors and locals alike who want to delve into the city’s architecture and enjoy both street-level and bird’s-eye views.

Book your Chicago: Small Group Walking Tour + Architecture Cruise + Skydeck Entry tickets now!

Good to know

Age suitability
Suitable for all ages
Know before you go

Wear comfortable walking shoes as the tour includes walking and standing

Please arrive at the meeting point 15 minutes before the start time

Bring a valid photo ID for entry to the Skydeck

The tour operates rain or shine; bring weather-appropriate clothing

Architecture cruise portion subject to river conditions

Where you'll be

233 S Wacker Dr-60606

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