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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$195-$940
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$55-$620
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$90-$760
Kayaks
Who says you need a motor to have fun on the water?
$15-$465
Sailboats
Set sail with these traditional wind-powered boats
$125-$370
Fishing Charters
Let a captain do the driving while you do the fishing
$20-$200
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$390
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$40-$150
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
NK
Nivan
46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois
I recommend Kevin and LTD to everyone. The experience was great and my entire 11 people party enjoyed our time on the boat. My group was late charting due to traffic, but I appreciated Kevin's flexibility and understanding. Captain Kelly and First Mate Andrew were wonderful and made the experience fun. I can't recommend LTD enough. Looking forward to charter with them again!
EM
Elise
Saturday night and Sunday open Beautiful Boat LOA 40' Sundancer
Our group had a wonderful experience with Peter. The boat was in great condition, clean, and the perfect size for our group of 12. Peter and his son went out of their way to make our group feel safe throughout the trip, they also went above and beyond to give our party a great day on the lake. They were kind enough to take group photos for us, helped us get ice for their coolers, and took us out to the playpen for a few hours. Overall we had an amazing day and look forward with booking with them again soon. Highly recommend!
JT
Julianne
Captain Memo's 28 ft. Sea Ray in Chicago
Could not recommend Captain Memo enough! He was absolutely fantastic and went above and beyond to make sure that we had the best day on the water. While booking with him and coordinating the spot to meet up, he was extremely communicative and responsive. His boat was very clean and equipped with a great sound system, a spacious cooler and all the water floats we could want. He was helpful, fun and engaging the whole time we were out. If you are looking for a boat for a day out on the lake- look no further, you won't find anyone better than captain memo! 10 stars!!
Mardysa
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
I had an amazing time! I booked on rather short notice and Kevin came through for me especially with helping to find a captain for such a busy day. The entire process was smooth and Captain Lisa was great! I’d definitely book with him again in the future.
karina
Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
Kevin was super nice and accommodating. Any question I asked he answered. Was able to provide me a captain on short notice. The boat itself was super clean! Even the bathroom. And it was a full bathroom. Very happy with purchase and experience. Thank you kevin!
Jennifer
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Ann and her crew did an awesome job getting us set up, and just provided an all around awesome experience. They really knew how to make you feel at home, took pictures for us, and were so accommodating! I would definitely recommend and book with them again! Captain Phil also did an excellent job making the experience awesome! 10/10
Find the right listing for you and your crew, with options for boat types, group size, captained or self-charter, and lots more.
Found one you like? Send a rental inquiry with your preferred trip details, and you’ll receive an offer from your captain to book.
Coordinate a pick-up place and time, meet your boat captain, and get out onto the water!
April 17, 2024
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August 24, 2023
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May 03, 2023
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October 11, 2021
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March 27, 2020
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August 01, 2023
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Boat Rentals
the United States
Illinois