Chicago River Architecture Tour + Choice of Show


The Chicago River Architecture Tour + Choice of Show package combines daytime discovery with evening entertainment—offering travelers the best of both worlds in one seamless Chicago experience.

Start with the Chicago River Architecture Tour by Wendella, the city’s original and most iconic boat cruise. Glide through the heart of downtown Chicago, surrounded by more than 50 architectural landmarks including Marina City, Willis Tower, and the Wrigley Building. As you cruise along the Chicago River, expert guides share engaging stories about the city’s transformation—from its post–Great Fire rebuilding to its modern skyline filled with engineering marvels.

Whether you choose the 45-minute or extended 90-minute version, both options feature open-air decks for panoramic views and a climate-controlled cabin for comfort in any season. Enjoy light refreshments or a local beer from the onboard bar as you soak in Chicago’s legendary skyline and historic riverfront bridges.

After your daytime exploration, cap off your evening with your Choice of Show—tailored to your interests. For example, you might experience the excitement of Medieval Times Dinner and Tournament Illinois in Schaumburg, where you can cheer for armored knights as they battle on horseback while you enjoy a four-course feast served medieval style.

This package is perfect for visitors who want to make the most of their time in the city by pairing an award-winning architecture tour with the flexibility to enjoy a show of their choosing. It’s an ideal combination of education, relaxation, and lively evening fun.

Book your Chicago River Architecture Tour + Choice of Show package with Tripster today and experience Chicago from its iconic waterways by day and its vibrant entertainment scene by night.

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Package Includes:

Chicago River Architecture Tour
This Chicago architecture boat tour by Wendella showcases over 50 architectural landmarks like Marina City and Willis Tower in 45- or 90-minute options. Enjoy narrated skyline views from open-air decks or climate-controlled interiors. Each cruise blends history, design, and unforgettable riverfront perspectives.

Medieval Times Dinner and Tournament Illinois
One of the country’s longest-running dinner attractions, Medieval Times Dinner and Tournament Illinois, offers a fun and exciting way to enjoy a feast with family or friends. Guests can enjoy a banquet-style four-course feast (without silverware) while watching six brave knights compete in skill games atop their beautiful Andalusian stallions.
TripAdvisor Traveler Rating:
TripAdvisor user rating 4.30 out of 5

Good to know about this package:

  • Your package is based upon 2 adults. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.
  • Your package is based upon {{siteContext.options.numAdults}} {{ ((siteContext.options.numAdults > 1) ? 'adults' : 'adult') }} and {{siteContext.options.numChildren}} {{ ((siteContext.options.numChildren > 1) ? 'children' : 'child') }}. However, each product may classify different adults and children by different ages.
  • This package is subject to availability of tickets and rooms for selected travel dates.
  • Pricing is subject to amount of people chosen in the package, dates, show times, ticket selections, hotel and room selections, plus applicable taxes.