Chicago’s #1 Boating Experience
Welcome to The Chicago Captain
Private Boat Charters - Chicago River Cruises - Playpen Party Boat Rentals in Chicago.
Why Choose The Chicago Captain?
Versatile Experiences: Whether you're seeking a private boat ride on the lake or the river with friends and family, or a unique way to entertain clients or reward team members, we offer a range of experiences to suit your needs.
Experienced Captains: Our highly professional captains have extensive knowledge of the Chicago waterways and will ensure your safety and enjoyment throughout your journey.
Stunning Views: Capture breathtaking views of Chicago's skyline, architectural wonders, and natural beauty from the comfort of our boat.
Customizable Packages: We understand that every occasion is unique. Our team is dedicated to creating personalized packages that cater to your specific needs, ensuring a memorable experience for you and your guests.
Contact us today to reserve your spot and experience the best of Chicago from the water. The Chicago Captain is your go-to choice for exceptional boat charters in the Windy City.
NEW
Chicago River Happy Hour Cruise
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NEW Chicago River Happy Hour Cruise -
Captained Boat Charters
Weekend Charter
$1,700
4 hour charter Sat & Sun
Have a fun day on the lake. Visit the Playpen, Jump in the water, cruise around Navy Pier, take in unparalleled views of the city!
Up to 10 Guests*
Captain and fuel fee included (paid on the day of departure per USCG law)
Depart/return from Burnham Harbor
2 fridges and 1 cooler On Board- BYOB
Bluetooth connection
6ft x 18ft Lily Pad included
Week Day Charter
$350/hr
2 hour min, Mon-Fri
Have a fun day or evening on the lake. Visit the Playpen, cruise around Navy Pier, enjoy a sunset cruise with friends or colleagues!
Up to 10 Guests*
Captain and fuel fee included (paid on the day of departure per USCG law)
Depart/return from Burnham Harbor
2 fridges and 1 cooler On Board- BYOB
Bluetooth connection
6ft x 18ft Lily Pad included
Chicago River Cruise
$1,750
2 hour charter
Cruise the river! Perfect for work events or a fun time with friends. Pick up and drop off at City Winery on the river!
Up to 10 Guests*
Captain and fuel fee included (paid on the day of departure per USCG law)
Depart/return from City Winery
2 fridges and 1 cooler On Board- BYOB
Cruise the river
Bluetooth connection
Fireworks Cruise
$900
2 hour charter
Cruise the lakefront, take in the city lights, enjoy some music and beverages as you watch the Navy Pier firework show!
Up to 10 Guests*
Captain and fuel fee included (paid on the day of departure per USCG law)
Depart/return from Burnham Harbor
2 fridges and 1 cooler On Board- BYOB
Bluetooth connection
6ft x 18ft Lily Pad included
The Boat - 35ft Formula Sun Sport
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.
Featured Product
Featured Product
Boat Charter Gift Certificates!!
Discounted gift certificates up to 33% off!
2 Hour Lake Charter - $600 (15% off) SAVE $100
2 Hour River Charter - $1,400 (20% off) SAVE $350
A unique and unforgettable gift. Able to schedule your charter and redeem gift cirtificate directly on our website. Recipient just picks the date and time and uses the redemption code to schedule. No additional fees or expenses.
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!
Book Now
Photo Gallery
The Boat
Top-of-the-line Formula 330 SS
Get out on the Lake or Cruise the Chicago River!!
Our boat is perfect for up to 10 guests.
Anchor in the Playpen and have yourself a BOAT DAY!
Cruise the Chicago River with friends or colleagues on our Happy Hour Cruise
Watch the Fireworks from the best seats in the city!
You will enjoy your time on the lake with our top-of-the-line Formula. Its unique layout with large open seating and a sexy sleek profile is the best boat available on the lake.
The boat departs from Burnham Harbor for Lake Cruises or City Winery on the River.
Food and drinks are allowed however, no red wine or foods that stain and no glass.
The boat has a fridge, cooler, 6ft x 18ft Lily Pad, a private bathroom, a great sound system, an extended swim platform for enjoying the water, and lots of seating areas.
Whether wanting to get in the lake and have some fun or just go for a cruise and enjoy the views of the skyline this is the perfect boat.
Reserve Your Boat Charter Now!
Questions?
Contact Us
1559 S Lake Shore Dr,
Chicago, IL 60605
Email
thechicagocaptain@gmail.com
Phone
(312) 725-6523