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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$220-$1,110
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$80-$790
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$95-$800
Sailboats
Set sail with these traditional wind-powered boats
$180-$450
Fishing Charters
Let a captain do the driving while you do the fishing
$20-$340
Kayaks
Who says you need a motor to have fun on the water?
$10-$250
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$50-$300
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$65-$350
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$275
DM
Derrick
Captained charter on 40' Sea Ray with all amenities in Chicago!
Spacious boat with great sound system . Had a great time ln this vessel . Crew and captain were nice and very accommodating .
KA
King
Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
Great experience!! Nice boat!! Will definitely book again.
AG
Abby
Stunning 45’ Sea Ray Yacht
Beautiful yacht! Captain Peter was awesome and very accommodating.
JA
Jennifer
Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
Excellent service!!!
SR
Sophia
25.5 ft. Chaparral SSX257 Luxury Vessel
We had 10 people on the boat, including the captain and a decent amount of stuff and it very comfortably fit everyone and everything! The boat had a great sound system and comfortable seating. Eduard was a great communicator and very helpful in setting up a fun day. Additionally, our captain Diego was awesome!
Michael
25.5 ft. Chaparral SSX257 Luxury Vessel
Awesome clean boat. Easy to drive and work with and all necessary amenities. Had awesome time at playpen with 5 of my friends but could easily fit a lot more. Eduard was easy to work with and made it a seamless experience.Next time coming to Chicago I will definitely be coming to him if I need a boat for the summer.
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