Chicago River Cruises: 2024 Best Deals

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This scenic Chicago riverboat tour will surround you with Chicago’s cityscape, modern architecture, and historic buildings. Guided by local experts, passengers learn about Chicago’s vast history, notable citizens, and iconic buildings, including Willis Tower, Aon Center, John Hancock Building, and more. Ideal for the whole family, this cruise is the best way to maximize your time in the city. Details
1 Reviews
$44.00 $42.00
You Save: $2.00
Join the Shoreline Architecture River Cruise from Michigan Avenue and witness the city’s incredible architecture and engineering marvels from the Chicago River! Cruise past over 40 iconic buildings, from the majestic John Hancock Center to the historic Wrigley Building, as your expert guide shares the history of the buildings, their architects and engineers. Details
$49.95 $37.62
You Save: $12.33
Step aboard the Shoreline Architecture River Cruise from Navy Pier and discover the magic of the Windy City’s architectural wonders! Glide past over 40 iconic buildings, from the majestic John Hancock Center to the historic Wrigley Building, as your expert guide provides detailed descriptions. Kids age 2 and under are free, and the tour is dog-friendly, too! Details
$49.95 $37.62
You Save: $12.33
See the Chicago skyline in its full bloom at night from the perspective of the water! This tour will educate and inspire as the boat takes you along Chicago’s river and lakefronts to watch the city dramatically light up for the evening. It’s a memorable trip with exciting views fit for the whole family! Details
1 Reviews
$42.00
Enjoy the beautiful Chicago skyline with spectacular views of Navy Pier's fireworks display! This informative and awe-inspiring trip down the Chicago River will leave you breathless. Learn about the city's history and landmarks from the informative onboard guide. Then enjoy the cityscape and fireworks show with your 3D glasses! Details
1 Reviews
$49.00
Indulge in a premier Chicago dinner cruise aboard Odyssey Lake Michigan. Departing from Navy Pier, pass by iconic landmarks such as Willis Tower, Adler Planetarium, and more. Whether celebrating a special occasion or simply looking for a unique dining experience, this dinner cruise in Chicago offers an unforgettable evening of elegance and fine dining. Details
$229.48 $188.47
You Save: $41.01
Bring your pooch sightseeing on Mercury's Canine Cruise, a dog-friendly boat tour in Chicago! The breathless sights, cool breeze, and educational commentary will keep you entertained as you take the city from the perspective of the river and lakefronts. There's truly nothing like cruising on the water with your best friend! Details
1 Reviews
$44.00 $42.00
You Save: $2.00
Head out on the Chicago River Dinner Cruise aboard the glass-enclosed Odyssey Chicago River dining vessel to enjoy the heart of Chicago from a unique perspective! Savor a delicious 3-course plated dinner and iconic architectural landmarks such as the Willis Tower, DuSable Bridge, and Merchandise Mart, all beautifully illuminated against the night sky. Details
$198.04
Experience the breathtaking Chicago Skyline on a 45-minute Lake Michigan cruise departing from Navy Pier. Enjoy stunning views of the city’s iconic landmarks and skyscrapers such as The Chicago Harbor Lighthouse and Willis Tower, and informative pre-recorded commentary about the history of Chicago’s famous buildings. Don't forget your camera! Details
$34.95 $32.88
You Save: $2.07
Set sail on a Chicago lunch cruise for a casual day out on Lake Michigan aboard the Spirit of Chicago. Departing from the iconic Navy Pier, the cruise will pass by iconic landmarks such as the Willis Tower and Adler Planetarium. Feast on a delectable chef-prepared lunch buffet while enjoying stunning views of the Chicago skyline and onboard entertainment. Details
$102.37 $88.70
You Save: $13.67

Imagine embarking on an adventure as you step foot onto a Chicago River cruise. On this leisurely journey, you'll be privy to a side of the Windy City's most exquisite lake and river tours. The river cruise is more than just a simple boat ride; it transforms into a year long and immersive architecture tour and historic river tours right in the heart of Chicago.

As the boat tours glides smoothly along the water, you're greeted by the mesmerizing sight of towering skyscrapers and views of Chicago. From bold modernist structures to grandiose old-fashioned designs, each Chicago architecture river cruise has its own soul, narrating the enigmatic architectural history of the city. 

But it's not just about the buildings. As you glide under the city's many bridges, you're reminded of Chicago's dynamic spirit that shaped the bustling metropolis like Michigan Avenue we see today. Pay close attention, and you'll see joggers pacing down the riverside trails, clusters of visitors enjoying the views from Lake Michigan and Nay Piers, and artists immersed in their craft.

Throughout the voyage, you'll be embraced by an excellent service packed with meals and drinks like local beer from the full-service bar onboard. The Chicago River cruises are available day and night, with tour guides offering a unique perspective. The daytime cruises reveal the city in its full glory, while the night cruises showcase a compelling display of lights that dance upon the water's surface.

In conclusion, a river cruise in Chicago is an enriching journey that showcases the city's dynamic landscape, steeped in stories and full of life. It's a must-have experience for travelers seeking to delve beyond the city's facade and into its heart. So, if you're visiting Chicago, make sure you add a river cruise to your itinerary.

Embark on a Journey of Discovery: Book Your Chicago River Cruise with Tripster Today!


Don't miss out on the opportunity to capture the magic of the Windy City from a unique perspective. Chicago River Cruise, curated by Tripster, weaves an unforgettable narrative of the city's architectural wonders and intriguing history. The riverside whispers hidden stories that only a Chicago River Cruise can fully unfold. Whether you're seeking a serene scenic getaway or an engaging cultural exploration, the things to do in Chicago have it all. Make your next travel experience extraordinary. Don't wait; book your Chicago River Cruise getaway on Tripster today!