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65 boats in Chicago, IL, United States
Sort by: Recommended
See all 27 photos
Chicago, IL
5.0
(11)
Fun and pleasure on a spacious and luxurious yatch
4 - 8 hours
No captain
Up to 7 passengers
$1,600+
See all 17 photos
Chicago, IL
5.0
(50)
Big Boat with plenty of social distancing space!
4 - 8 hours
Captain optional
Up to 12 passengers
$750+
See all 17 photos
Chicago, IL
5.0
(21)
Chicago Scenic Yacht Charters
3 - 8 hours
Captained
Up to 6 passengers
$825+
Chicago, IL
4.3
(19)
Sunrise
4 - 8 hours
Captained
Up to 6 passengers
$450+
See all 8 photos
Chicago, IL
NO REVIEWS
We live it, you’ll love it!
4 - 8 hours
Captained
Up to 4 passengers
$550+
See all 50 photos
Chicago, IL
5.0
(24)
CHICAGO FIVE-0H! The best party boat on the Lake!
4 - 8 hours
Captained
Up to 8 passengers
$1,650+
See all 7 photos
Chicago, IL
5.0
(8)
Chicago at it's finest aboard the 46' Great Laker
2 - 8 hours
Captained
Up to 6 passengers
$700+
See all 14 photos
Chicago, IL
5.0
(20)
50' Luxury Yacht. Playpen, River cruises up to 12
4 - 8 hours
Captained
Up to 12 passengers
$1,600+
See all 26 photos
Chicago, IL
5.0
(6)
51' Sea Ray Sundancer powerboat in Burnham harbor
4 - 8 hours
Captained
Up to 7 passengers
$1,850+
See all 8 photos
Chicago, IL
5.0
(26)
Big Boat with plenty of social distancing space!
4 - 8 hours
Captain optional
Up to 12 passengers
$750+
Chicago, IL
NO REVIEWS
A fun way to enjoy the Chicago River-Dinghy style!
2 - 8 hours
No captain
Up to 3 passengers
$200+
See all 60 photos
Chicago, IL
5.0
(69)
31' Captained Yacht, Bellanzi Charters
4 - 8 hours
Captained
Up to 6 passengers
$1,000+
See all 8 photos
Chicago, IL
5.0
(25)
Cruisers Cantius 41 Foot Yacht
4 - 8 hours
Captain optional
Up to 12 passengers
$1,500+
Chicago, IL
5.0
(4)
The Manytimes II
2 - 8 hours
Captained
Up to 16 passengers
$800+
See all 16 photos
Chicago, IL
5.0
(11)
50' Sea Ray Yacht - GREAT for Parties (KMB #1)
2 - 8 hours
Captain optional
Up to 12 passengers
$700+
See all 13 photos
Chicago, IL
5.0
(3)
The Floating B&B
2 - 8 hours
Captained
Up to 12 passengers
$1,000+
Chicago, IL
5.0
(2)
Four Winns Vista 378
4 - 8 hours
Captained
Up to 7 passengers
$1,570+
See all 24 photos
Chicago, IL
4.1
(7)
Larson Cabrio 330 Offers 4 and 8 hour rental
4 - 8 hours
No captain
Up to 7 passengers
$1,290+
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