Private Chicago River Boat Charters
Host an Unforgettable Private Cruise on the Iconic Chicago River!
Private Chicago River Boat Charters
Host an Unforgettable Private Cruise on the Iconic Chicago River.
Looking for a unique and upscale way to celebrate, unwind, or entertain?
Our private Chicago River boat charters offer the perfect setting for corporate outings, team happy hours, client events, or a fun day with friends.
Your journey begins at the Chicago Riverwalk, where you and your guests will board a spacious, captained luxury boat reserved exclusively for your group. Cruise through the heart of downtown Chicago, surrounded by world-famous architecture and skyline views — all while enjoying your favorite drinks, music, and good company.
This BYOB river cruise is completely private and fully customizable. Relax while your professional captain handles everything — from setup to docking.
$1350 - For boat, fuel and all fees
$400 - For a captain you will hire and pay directly
$1750 - Total
What’s Included:
Private boat reserved for your group (up to 10 guests)
Two hour cruise up and down the Chicago River
Depart and return from the Chicago Riverwalk
BYOB - coolers and ice provided
Flexible Departure times. Mon-Fri: 11am, 2:00pm, 5pm, 7:30pm.
Premium sound system with Bluetooth
Fully enclosed bathroom on board
Full refund if canceled due to severe weather
Perfect For:
Corporate team outings and client entertaining
After-work happy hours
Birthday and engagement celebrations
Bachelor/bachelorette parties
Visitors looking for a luxury Chicago Experience
Booking is Simple:
Choose your date and time
Pay $1350 to reserve the boat
Receive a detailed confirmation email
Hire your captain from our list of preapproved captains we provide to you
Show up, board, and enjoy the ride
Hiring Your Captain:
In accordance with U.S. Coast Guard regulations, captains must be selected and hired directly by the guest. Once your boat reservation is complete, you’ll receive a curated list of pre-approved, licensed captains to choose from.
Each captain profile includes a photo, bio, credentials, and guest reviews, so you can confidently select the one that best fits your style. Simply reach out via text or email to confirm availability and secure your captain for your cruise.
Your captain will handle everything on the day of your charter — from setup to docking — so you can sit back, relax, and enjoy the experience.
Payment for captain services is made directly to your captain on the day of your cruise.
The Boat at City Winery.
Tables and bimini top can be put up as needed.
Great layout for large groups of people.
There is a sink and fridge, as well as a cooler on board.
Downstairs cabin. Perfect for changing clothes and storing your bags.
Fully enclosed bathroom downstairs in the cabin for privacy.
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Our Customers Love Us!
Captain Paul Is a Fan Favorite and We Always Go The Extra Mile To Show You a Great Time On The Water!
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