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Best of Chicago History & Architecture Walking Tour with Boat Cruise
Best of Chicago History & Architecture Walking Tour with Boat Cruise is curated to discover the architectural beauty and rich history of Chicago. On this immersive 3.5-hour small-group tour, you will walk past iconic landmarks and enjoy skyline views from the Riverwalk. Your journey ends with a captivating Shoreline Architecture Cruise. It’s a thoughtfully planned tour for anyone who wants to discover the spirit of the city.
What's Included
- Small group (max 7 people)
- Visit Millenium Park to see Cloud Gate Sculpture and Crown Fountain
- Visit Chicago Pedway
- Visit Navy Pier
- Enjoy a Shoreline Architecture Cruise
- Pass several points of interest including Starbucks Reserve Roastery, Chicago Riverwalk, Tribune Tower and Wrigley Bridge
What you'll see

Shoreline Architecture Cruise
Narrated boat tour through the Chicago River where you will learn about the the history behind the c...

Cloud Gate (Chicago Bean)
The first public outdoor installation of British artist, Anish Kapoor. Cloud Gate or the Chicago Bea...
What you'll do
- Embark on an exciting walking tour through the heart of Chicago, where each step unveils the city’s rich history and vibrant culture.
- Start your journey at Millennium Park, where you'll marvel at the famous Cloud Gate, affectionately known as "The Bean” setting the perfect stage for a day filled with fascinating stories and stunning sights. As you wander through the park, enjoy the lush gardens and captivating public art that make this space a true urban oasis.
- Next, explore the hidden gems of the Chicago Pedway, a network of underground walkways that offer a unique perspective on the city’s infrastructure.
- Emerging onto the scenic Chicago Riverwalk, you'll be treated to breathtaking views of the river, lined with some of Chicago's most impressive skyscrapers.
- Continue your stroll along the Magnificent Mile, where history and modernity blend seamlessly. Admire the elegant architecture of the Wrigley Building and the Tribune Tower, and take a moment to appreciate the grandeur of the John Hancock Building.
- As you cross the historic Michigan Avenue (DuSable) Bridge, you’ll feel the city’s vibrant energy all around you. Dive into the history of the Chicago Fire and the resilient spirit that rebuilt the city, and then indulge in some of Chicago’s iconic foods.
- Next, have the opportunity to enjoy a classic Chicago savory treat (not included in the price) and visit the renowned Starbucks Reserve Roastery, savoring the flavors that are as rich as the city’s heritage.
- Pass several points of interest along the Magnificent Mile, including the beautiful Tribune and Wrigley buildings.
- At the end, hop aboard the Shoreline Architecture Cruise to enjoy a narrated 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.
- As you conclude this comprehensive exploration, you'll gain a deeper understanding and appreciation of Chicago's vibrant spirit and timeless charm.
Tour Itineraries
Important Information
Meeting Location McCormick Tribune Plaza, 1 N Michigan Ave, Chicago, IL 60602, USA
Please be at the meeting location at least 10 minutes prior to departure
Moderate amount of walking.
Exact tour length may vary slightly depending on individual walking speeds.
Tour will operate rain or shine. We recommend dressing for the weather and comfortable footwear. You may also wish to bring water.
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