Chicago River Boat Tours

Enjoy Chicago's Iconic Skyline with an Exciting Architecture Cruise on the Chicago River

Embark on a journey like no other as you explore the stunning architecture of Chicago’s famous skyline from a unique perspective. Our architecture cruise takes you on an unforgettable adventure down the Chicago River, revealing the city’s rich history and intricate design. Marvel at the towering skyscrapers and learn about the famous architects behind them, such as, Mies van der Rohe, and Louis Sullivan. From the Willis Tower to the Chicago Tribune building and everything in between. Get your camera ready for a picturesque moment as the sun sets behind the city’s iconic towers.

An Unparalleled Experience with Unexpected Chicago River Boat Trips

Discover Chicago in a whole new light with our unexpected Chicago river boat trips. Board our luxury yacht and get ready for an intimate and personalized journey. Our experienced and friendly crew will take you on an unforgettable ride along the winding Chicago River, exploring hidden gems and unparalleled views. Get ready to witness the impressive skyscrapers, lively neighborhoods, and wildlife that many tourists never get to see. We’ll create a bespoke journey that is tailored to your preferences so you can experience Chicago in a truly unique and memorable way. Don’t settle for a generic tour – have an unparalleled experience with our unexpected Chicago riverboat trips.

Highly Recommended Chicago Cruise & Boat River Tours

For the ultimate Chicago experience, look no further than our highly recommended Chicago cruise and boat river tours. With our luxurious yachts, expert guides, and tailored itineraries, we guarantee a truly unforgettable journey. From the famous Chicago River to the deep blue waters of Lake Michigan, our tours will take you to must-see landmarks and monuments, such as Navy Pier, the Adler Planetarium, and the Chicago Lighthouse. We offer a variety of tours, including sunset and fireworks cruises, blue water cruising, and private charters that cater to all your needs. Our tours are perfect for all occasions, whether it be a birthday party, a corporate event, or a romantic getaway.

Schedule Your Chicago River Boat Tour Right Away!

Don’t wait any longer to book your Chicago riverboat tour – schedule your journey right away! Our tours tend to book quickly, particularly during holidays and special occasions, so make sure to reserve your spot in advance. You can choose from our pre-planned tours or customize your own itinerary to create a truly personalized journey. Our boats can accommodate groups of up to 25 people, making it an ideal experience for family gatherings, reunions, or bachelor/bachelorette parties. Be prepared for an unforgettable adventure that you won’t find anywhere else. Schedule your Chicago riverboat tour right away and get ready for a magical journey.


The Chicago River Cruise starts at the Michigan Avenue Bridge, taking passengers through the heart of downtown Chicago before winding through the Chicago Lock and into Lake Michigan, showing the best of Chicago’s architectural wonders. The tour ends at the starting point.
The Chicago River Tour is an unforgettable experience and worth every penny. The beauty of Chicago’s architecture is only seen fully when viewed from the river, providing an unparalleled view. The experience is perfect for tourists and Chicago natives alike, a cultural experience not to be missed.
The best way to experience the Chicago River is from a private yacht with Chicago Sailboat and Yacht Charters. Guests can cruise through downtown Chicago and enjoy the architecture with signature drinks, provided by professional staff, and the company of up to 12 friends or family members. It’s the perfect way to soak up all the Chicago River has to offer.