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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$150-$1,000
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$45-$520
Fishing Charters
Let a captain do the driving while you do the fishing
$15-$745
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$15-$785
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$85-$355
Kayaks
Who says you need a motor to have fun on the water?
$5-$35
Sailboats
Set sail with these traditional wind-powered boats
$100-$475
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$30-$195
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$80-$300
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
Canoes
A classic option for leisurely paddling
$15-$25
Ozer
2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
Had the most spectacular afternoon aboard Monika's yacht for a friend's birthday party. The space comfortably fits 12 people, with belongings, food and drinks. The sound system is awesome and the entire vessel is spotless and very modern. There is a huge lounging area at the front of the boat too which is seldom seen. Looking forward to booking with Monika again!
CC
Chris
Learn Kiteboarding in Chicago, Illinois
Was a great first experience, look forward to taking further lessons. Mike was very knowledgeable and made learning to fly the kite a blast!
EH
Erin
2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
Had the best time. Absolute best boat and best captains we have ever rented in Chicago!
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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April 17, 2024
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October 09, 2023
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August 24, 2023
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December 30, 2019
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October 13, 2023
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