Premium pickup that feels effortless from the first message.
Tell us when you’d like to be picked up, how many travelers are coming, and any accessibility needs. We’ll coordinate a private chauffeured experience designed around your timing.
What’s included
Everything needed for a straightforward, private ride.
What’s not included
We’ll clearly cover any add-ons in your confirmation.
Detailed service notes
Simple logistics, so you can focus on your day.
- See a new perspective on the Windy City when you sail the Chicago River
- Multiple departure times are available to suit your schedule
- Discover key Chicago landmarks like Navy Pier and Marina City
- Learn all about the city’s highlights and heritage from your docent guide
What To Expect
Chicago River
The story of the Chicago River is one that continues to unfold. Through periods of industry, transportation, revitalization and recreation, it has grown and changed like the city itself.
1 hour 30 minutes • Admission Ticket Free
Chicago Architecture Center
The Chicago Architecture Center is directly across Wacker Drive from the Chicago's First Lady docks. Discounted admission of per person is available if you show your river cruise ticket.
• Admission Ticket Free
Navy Pier
From naval base and university campus to shipping hub and entertainment destination, Navy Pier is Chicago’s hallmark of adaptive reuse.
• Admission Ticket Free
Marina City
When architect Bertrand Goldberg envisioned Marina City, it was an urban experiment designed to draw middle-class Chicagoans back to the city after more than a decade of suburban migration.
• Admission Ticket Free
Trump International Hotel & Tower Chicago
When our docents explain that the Trump International Hotel & Tower reflects its surroundings, they aren’t only referring to its shiny glass and steel exterior.
• Admission Ticket Free
330 N Wabash Ave
One of the last American projects designed by Ludwig Mies van der Rohe, this powerful Modernist structure occupies a prominent place on the Chicago River.
• Admission Ticket Free
150 N Riverside Plaza
Gravity-defying 150 North Riverside has already taken its rightful place among Chicago’s architectural and engineering wonders.
• Admission Ticket Free
100 N Riverside Plaza
View Boeing International Headquarters at 100 N Riverside Plaza.
• Admission Ticket Free
Willis Tower
For nearly 25 years after its completion, the Willis Tower, formerly known as the Sears Tower, held the title of tallest building in the world.
• Admission Ticket Free
Merchandise Mart
Size has always mattered in the Midwest. Upon its completion in 1930, it was the largest building in the world and served as Marshall Field’s wholesale warehouse, where retailers could buy stock.
• Admission Ticket Free
Chicago Mercantile Exchange (CME)
View the Chicago Mercantile Exchange Building, located at 20 S Wacker Drive.
• Admission Ticket Free
Chicago Tribune Freedom Center
Chicago Tribune Freedom Center.
• Admission Ticket Free
City context: Chicago , Illinois
A quick, practical guide for smoother timing.
- We coordinate pickup around your arrival window and your preferred start point.
- For larger groups, we’ll confirm how seating and bags are handled ahead of time.
- If you’re traveling with accessibility needs, include notes so we can plan accordingly.
- We’ll share clear pickup guidance once your request is confirmed.
Tour essentials
Reassurance built in—before and after you submit
No guesswork. Just clear confirmation and dependable communication.
Practical guidance (quick answers)
A few common questions before you request.
Request this private service
Send your details and we’ll confirm availability and timing. No commitments—just clear next steps.