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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
$175-$690
Sailboats
Set sail with these traditional wind-powered boats
$125-$370
Pontoons
Perfect for casual cruising, sandbar stops, swimming, and parties
$120-$800
Jet Skis
Fast, fun, and easy to operate, these are a guaranteed good time on the water
$125-$180
Kayaks
Who says you need a motor to have fun on the water?
$50-$500
Houseboats
All the comforts of home out on the water, for multi-day boat trips
$350-$750
Fishing Charters
Let a captain do the driving while you do the fishing
$75-$200
Fishing Boats
Boats outfitted for fishing, from small inshore angling boats to deep-sea yachts
$75
CW
Corinne
55' Carver Yacht-12 Passengers* Chicago Vibes
Our party absolutely loved this boat. The photos do not due it enough justice. Only downside is that if you want to have alot of people on the nose, its very small. But it makes up for it with all the space in the back. The kindest and most accommodating captain, crew, and company!
MA
Mony
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
We had an amazing experience! Our captain was Paul and he was very nice and accommodating. We were running late but he was very understanding throughout it all. The boat was very spacious and clean. We had so much fun and already are considering booking through them for future parties/outings. Would definitely recommend this company.
Jennifer
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Ann and her crew did an awesome job getting us set up, and just provided an all around awesome experience. They really knew how to make you feel at home, took pictures for us, and were so accommodating! I would definitely recommend and book with them again! Captain Phil also did an excellent job making the experience awesome! 10/10
Anna
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Amazing time on the lake and at the playpen! Perfect day and our captain was great! Keep in mind you have to plan to walk from the drop off area at 31st street harbor entrance, or wherever you park, and have a safety discussion before you leave so if get there 30 minutes early to walk from your car to the gate and get on board and settled to leave at your designated time.
db
danielle
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Charter is quite pricey. the boat was nice and we had a ball plenty of space for the 10 of us. (12 people would’ve been a little cramped tbh) i definitely enjoyed myself but i feel misled as the captain expected a large tip because he wasn’t being paid EVEN THO we paid for the captain as part of the fees through gmb. like i said, expensive as hell and you can definitely find same quality for less if you shop around & plan accordingly. aside from the money, we had a BALL 1000/10 would definitely do this again!
JB
Jess
Multi Level 47' Carver Yacht for 13 Guests in Chicago, IL-Reduced Price! (MPY#3)
This boat was AMAZING for my bachelorette party!!! When another boat cancled on us last minute Tristan had this boat which was wayyy nicer and more fun! He was great at communicating quickly too! Captain Michael was also a blast! Couldn’t have had a better experience!
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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December 11, 2020
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December 29, 2019
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