Chicago: History & Architecture Walking Tour w/ Boat Cruise

Sightseeing walking tours Activities Outdoor activities Culture & history Good for groups Landmarks & monuments Tours Neighborhood tours Cannabis tours Entry tickets Sightseeing Garden & park tours Architecture Museums & exhibitions Hidden gems

Embark on a walking tour through Chicago's vibrant heart, from the iconic Cloud Gate to bustling Navy Pier. Enjoy the Shoreline Architecture Boat Cruise along the Chicago River.

Our Top Experiences and Tours in Chicago:
If youʻre booking your trip to Chicago last minute, we have you covered. Below are some of the top tours and experiences!
View All Experiences

Highlights

  • Marvel at the impressive and iconic Cloud Gate, aka 'The Bean', up close
  • Stroll along the Chicago Riverwalk with incredible river views and architecture
  • Walk underground on the Chicago Pedway for a unique perspective of the city
  • Visit Navy Pier
  • Shoreline Architecture Boat Cruise

Description

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.

Includes

Walking tour Guide

Easy cancellation

Cancel up to 24 hours in advance for a full refund

Gallery

Book Now!

My Lists

Create New Guide

OR

Mini Guides
Arrow

Login to create your guides for Chicago.

Add to My Guide

Create New Guide

Cancel

Cancel

We Are Part of the My Guide Network!

My Guide Chicago is part of the global My Guide Network of Online & Mobile travel guides.

We are now in 120+ Destinations and Growing. If you are interested in becoming a local travel partner and would like to find out more then click for more info about our Website Business Opportunity.

Nearby Destinations

Events in Chicago

Please select a Date first.

Search for a company in Chicago