We use cookies to improve your browsing experience.
And dolphins make us happy. Find out more about our cookies policy here.
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
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
Laura
14 Passenger Captained Party & Event Boat in Chicago, Illinois!
Captain Bree and Nick were amazing, could not recommend them more! It was a windy day on the water and they really worked hard to make sure we got the most of our time, suggesting alternate places to anchor and course correcting as needed. Everything on the boat was as described and fully stocked. Thank you for a great birthday experience!!
HH
Haley
24 Passenger Captained Party & Event Boat in Chicago!
We had the best time on our boat trip! Mike and Kevin were great hosts, and the boat had everything we needed. Communication was easy from booking to the morning of the trip. Could not ask for a better boat rental experience!
Michelle
2022 South Bay 24 foot Tritoon - rent by the day or week
Joseph was very easy to communicate with and organized a great trip. The boat was clean and in great condition. We enjoyed ourselves and the rental process was seamless.
EB
Elizabeth
Wheelchair Accessible Pontoon Boat Chain-O-Lakes in Illinois Captain available
Earl was an absolute pleasure to work with- very flexible and gave us the chance to have the best day in his boat! The boat is large and spacious and we had a wonderful time
Chelsea
UP to 20 passengers Party Boat - Chicago Playpen or River trips
Our group had a great time. I love that we have the option to travel along the river or go to the playpen. There was plenty of space and it was just a great way to relax!
Christina
UP to 20 passengers Party Boat - Chicago Playpen or River trips
Met our expectations! Would recommend especially for large groups. Captain Greg was fun & professional
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
Read Article
August 24, 2023
Read Article
May 03, 2023
Read Article
October 11, 2021
Read Article
March 27, 2020
Read Article
December 30, 2019
Read Article