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Yachts
From mid-size to mega yachts, these luxury boats are great for groups and celebrations
$160-$915
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$50-$600
Tours
Explore local waters with a boat rental dedicated to sightseeing and exploration
$120-$650
Sailboats
Set sail with these traditional wind-powered boats
$90-$360
Fishing Charters
Let a captain do the driving while you do the fishing
$25-$995
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$20-$1,050
Kayaks
Who says you need a motor to have fun on the water?
$10-$425
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$45-$375
Canoes
A classic option for leisurely paddling
$10-$25
Wakeboarding Boats
A high-octane powerboat designed and outfitted for wakeboard towing
$130-$195
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
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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.
BB
Brad
2024 Tahoe 23’ Tritoon on Lake Charlevoix | 200hp, bluetooth stereo, and Bimini
I had a fantastic experience renting a tritoon boat from Jim. The boat was brand new and performed exceptionally well on the lake—smooth and reliable. Jim was incredibly responsive and accommodating, making adjustments to our pickup and drop-off plans with ease. Highly recommend his service for anyone looking for a top-notch boating experience!
Becca
Last Minute Playpen Clean Beautiful Boat LOA 40' Sundancer
Rented Peter’s boat for a Bachelorette party and had such a blast! Peter was wonderful to deal with and communicated and arranged everything perfectly. Our captain for the day, Alex, was awesome and made all our first time in Chicago unforgettable!! Will be back next time we are visiting the city for sure!
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!
TT
Tiffany
23' Godfrey Luxury Pontoon in Milwaukee
Corey went above and beyond to make the experience enjoyable for everyone. Whether it was pointing out interesting sights, sharing fascinating insights about the area, or just being friendly and approachable, he truly enhanced our time on the water. What stood out was Corey’s leadership. He maintained a calm and professional demeanor at all times, creating a welcoming and relaxed atmosphere for everyone on board. His clear communication and attention to detail made us feel safe and well-informed throughout the trip. I highly recommend Corey to anyone looking for a skilled and personable captain. He made our trip memorable, and we will gladly sail with him 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!
April 17, 2024
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April 17, 2024
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December 30, 2019
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December 17, 2019
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August 01, 2023
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November 23, 2022
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Boat Rentals
the United States
Lake Michigan