Chicago's Premier Yacht Charter
Chicago Yacht Charters
4.9/5 10,000+ Happy Guests
Chicago Yacht Charters
on Lake Michigan
From corporate charters down the Chicago River to group parties for an afternoon in the Playpen, we have your boating needs covered. Our fleet can accommodate groups of all sizes. Lakefront Boating offers a variety of different packages to make enjoying a day on the Lake fun and easy.
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Years of experience
Our Fleet
Choose Your Perfect Yacht
From intimate gatherings to large celebrations, find the ideal vessel for your Chicago adventure.
36' Sea Ray Sundancer
Sea Ray Sundancer
36ft
Length
13
Guests
1
Cabins
1
Bath
Book starting from $180/hr
46' Sea Ray Express Cruiser
Sea Ray Express Cruiser
46ft
Length
13
Guests
1.5
Cabins
1
Bath
Book starting from $200/hr
48' Sea Ray Sundancer
Sea Ray Sundancer
48ft
Length
13
Guests
1.5
Cabins
1
Bath
Book starting from $225/hr
Great Locations
Diversey Harbor in Lincoln Park — the Playpen, Chicago River & beyond
Get Directions
How It Works Three Steps to
Three Steps to
Your Perfect Day
Getting on the water has never been easier.
01
Choose your Boat
Book your preferred boat for your specific date. You'll be able to see available boats, including their size, photos, and capacity.
02
Book your Captain
After you book your boat, you'll receive information on how to book a captain for your boat. We recommend budgeting $100-$125/hr for the captain.
03
Meet us at the Dock
After you book your boat and captain, prepare for your day of fun on the water! You can read our FAQ or contact us if you have any other questions.
Testimonials
What Our Guests Say
Don't just take our word for it. Here's what real guests have to say about their experience.
"We took the 36' Sea Ray out for the Chicago air show. Captain Lisa was great and the boat was spacious for 13 ppl. We sat in the water on the lily pad that was provided. Great day on the water."
2024 Chicago Air & Water Show Verified Guest
"I couldn't recommend Captain Lisa and Lakefront Boating higher. I rented a boat to surprise my fiance immediately after I proposed to her on the Chicago riverwalk. Lisa went above and beyond, from the moment I said "go," to curate a schedule and plan the boat ride to perfection. On the day of the celebration she was kind, courteous and professional toward myself and toward our families and guests. The day that we got engaged simply would not have been as perfect as it was without her help."
Engagement Celebration Verified Guest
"The captain and his boat were great for my friend's bachelorette party. He provided a good sound system, coolers, and was very accommodating to what we wanted even though the day we went had very choppy waters. 10/10 experience out on Lake Michigan!"
2022 Bachelorette Party Verified Guest
"Lived here for 7 years now rented many boats an this one by far has been the best experience!! The captain is amazing, super nice and very accommodating - knows what he is doing!! The boat was nice and clean and had towels an waters all ready cups sunblock all the little things you might forget! Great price can't beat it!! I'll will be back for sure!!"
2024 Summer Charter Verified Guest
"We booked the 48' for a corporate team outing and it was absolutely perfect. The crew handled everything — setup, music, even helped coordinate our catering delivery. Our team is still talking about it weeks later. Already planning our next one!"
2024 Corporate Event Verified Guest
"Took my parents out for their 40th anniversary on the 46' and it was magical. Cruising past the skyline at sunset with the city lights coming on — you can't beat it. Captain was so thoughtful and made the whole evening special."
Anniversary Celebration Verified Guest
"Third year in a row booking with Lakefront Boating for the 4th of July fireworks. Best seats in the house every time! The boat, the crew, the whole experience is always top-notch. Wouldn't watch fireworks any other way."
2024 Fourth of July Verified Guest
"We took the 36' Sea Ray out for the Chicago air show. Captain Lisa was great and the boat was spacious for 13 ppl. We sat in the water on the lily pad that was provided. Great day on the water."
2024 Chicago Air & Water Show Verified Guest
"I couldn't recommend Captain Lisa and Lakefront Boating higher. I rented a boat to surprise my fiance immediately after I proposed to her on the Chicago riverwalk. Lisa went above and beyond, from the moment I said "go," to curate a schedule and plan the boat ride to perfection. On the day of the celebration she was kind, courteous and professional toward myself and toward our families and guests. The day that we got engaged simply would not have been as perfect as it was without her help."
Engagement Celebration Verified Guest
"The captain and his boat were great for my friend's bachelorette party. He provided a good sound system, coolers, and was very accommodating to what we wanted even though the day we went had very choppy waters. 10/10 experience out on Lake Michigan!"
2022 Bachelorette Party Verified Guest
"Lived here for 7 years now rented many boats an this one by far has been the best experience!! The captain is amazing, super nice and very accommodating - knows what he is doing!! The boat was nice and clean and had towels an waters all ready cups sunblock all the little things you might forget! Great price can't beat it!! I'll will be back for sure!!"
2024 Summer Charter Verified Guest
"We booked the 48' for a corporate team outing and it was absolutely perfect. The crew handled everything — setup, music, even helped coordinate our catering delivery. Our team is still talking about it weeks later. Already planning our next one!"
2024 Corporate Event Verified Guest
"Took my parents out for their 40th anniversary on the 46' and it was magical. Cruising past the skyline at sunset with the city lights coming on — you can't beat it. Captain was so thoughtful and made the whole evening special."
Anniversary Celebration Verified Guest
"Third year in a row booking with Lakefront Boating for the 4th of July fireworks. Best seats in the house every time! The boat, the crew, the whole experience is always top-notch. Wouldn't watch fireworks any other way."
2024 Fourth of July Verified Guest
Ready to Get on the Water?
Limited availability for summer 2026. Book your yacht charter today and create memories that last a lifetime.
FAQ
Frequently Asked Questions
Everything you need to know before booking your charter.