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Fishing Charters
Let a captain do the driving while you do the fishing
$90-$525
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$90-$525
Kayaks
Who says you need a motor to have fun on the water?
$15
Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$145
Sailboats
Set sail with these traditional wind-powered boats
$195
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maira
Captain Memo's 28 ft. Sea Ray in Chicago
An overall wonderful experience! Communication was great with the captain from the start as he guided us through the phone to find the boat, the boat itself was clean with excellent service from the Bluetooth speaker to the cooler with ice; It was a Saturday night so witnessing the fireworks on the water is definitely a 10/10, my toddler very much enjoyed it as well! Thank you captain Memo 😊
TH
Tory
Captain Memo's 28 ft. Sea Ray in Chicago
Memo was a great captain! We appreciated his communication immediately upon booking all the way through our reservation. Throughout our trip, he made sure the experience was exactly what we wanted. Would definitely recommend him to anyone looking for the ideal Chicago boating experience.
SK
Sai
27' Chris Craft with Water Toys plus Jet Ski Available
Our experience with Captain Tim Jr was incredible! He is a fantastic captain, the boat was awesome, and he battled a storm to get us to the fountain, I proposed to my girlfriend, and he battled the storm right back to the dock. An experience we will never forget, best captain you could ask for!
Raymond
Captain Memo's 28 ft. Sea Ray in Chicago
We had an Amazing time with Memo on his boat! We connected really well with our captain which I believe is really important to having a great time, the boat was very fun and Captain Memo accommodated all of our wants and needs, we will definitely be back and book with Memo again!
EE
Erika
2022 South Bay 24 foot Tritoon - rent by the day or week
Joe was so awesome to work with, made it super easy and was nice and flexible with my accommodations. The boat was beautiful and very well maintained, myself and family had lots of fun! We had zero issues through the whole process and Joe answered all questions necessary to make our trip a wonderful experience! Definitely recommend renting out his boat.
DB
Dana
Captain Memo's 28 ft. Sea Ray in Chicago
We can’t recommend Captain Memo enough!! The boat was fabulous, and he had everything we could want for a celebration – speakers, cooler, under deck storage, and blowup water floats. He took photos of us throughout our adventure, and was super kind and accommodating with shifting our time slot the day of due to weather. Five stars – would sail again!
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!
August 01, 2023
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November 23, 2022
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October 03, 2022
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April 14, 2022
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December 11, 2020
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December 29, 2019
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