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Illinois, US Boat Rentals & Yacht Charters

4.9

(6,008 Reviews)

Page 8 of 13 • 295 listings

Limited Availability

Events in Chicago · 6 guests

1962 Chris Craft Yacht Charter on the Chicago River!

5.0

$250+/hour

Events in Chicago · 90 guests

Skipperliner Tiki Party Yacht for 50–90 Guests All Inclusive in Chicago

5.0

$1,500/hour

Limited Availability

Powerboats in Chicago · 10 guests

Luxury Chaparral 277 SSX Wakeboat for 10 Guests In Chicago

5.0

$175/hour

Events in Chicago · 12 guests

40' Regal Commandore Luxury Cruiser in Chicago

5.0

$300/hour

Events in Chicago · 12 guests

2020 Sea Ray SLX 400 Motor Yacht in Chicago, Illinois for 12 Guests

5.0

$1,000/hour

Limited Availability

Events in Chicago · 12 guests

Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht

5.0

Superowner

Best of 2026

$349+/hour

Instant Book

Limited Availability

Events in Chicago · 8 guests

Chicago Boat Cruise on Captained Sea Ray Sundancer 260 Motor Yacht

5.0

$275/hour

Limited Availability

Events in Chicago · 12 guests

Luxury 39’ Sea Ray Sport Cruiser in Chicago, Illinois

New

$225/hour

Events in Chicago · 12 guests

40' Carver Motor Yacht with space all around available in Chicago

5.0

$375/hour

Limited Availability

Events in Chicago · 45 guests

68' Luxurious Chris Craft Roamer Yacht Private Yacht Charters in Chicago

5.0

$1,750/hour

Limited Availability

Events in Chicago · 13 guests

Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago

4.8

Superowner

$275/hour

Limited Availability

Events in Chicago · 12 guests

SeaRay 330 Motor Yacht Charter in Chicago, Illinois for 12 Guests

5.0

$200/hour

Limited Availability

Events in Chicago · 12 guests

Stunning 51' Sea Ray Sundancer with USCG Captain in Chicago

New

Superowner

Best of 2026

$450/hour

Limited Availability

Events in Chicago · 30 guests

Stunning 105ft Denison Party Yacht in Chicago

4.7

$1,450+/hour

Events in Chicago · 12 guests

Chicago Luxury Cruise on 64ft Sunseeker Motor Yacht for 12 Guests

5.0

$1,700/hour

Events in Chicago · 8 guests

Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

5.0

$400/hour

Events in Chicago · 12 guests

Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required

5.0

$325/hour

Events in Chicago · 13 guests

38' Chaparral Signature Motor Yacht In Chicago - 13 Guests Capacity

New

$642/hour

Limited Availability

Events in Chicago · 10 guests

Luxury 35ft Larson Cabrio Yacht | Chicago Lakefront Experience

5.0

$300/hour

Events in Chicago · 12 guests

37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included

5.0

$350/hour

Events in Chicago · 13 guests

2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests

5.0

$1,000/hour

Events in Chicago · 12 guests

51' Sea Ray Sundancer for exciting cruises on Lake Michigan

New

$788/hour

Limited Availability

Powerboats in Chicago · 12 guests

Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

New

$325/hour

Events in Chicago · 13 guests

65' Sunseeker Manhattan Flybridge Charter on Lake Michigan, Chicago

New

$400/hour

Top Destinations Nearby

285
Chicago
Illinois

Illinois Reviews

AM
Alison

Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
Our family had a great experience with Captain James and our boat captain for the evening, Daniel Chavez. The boat was gorgeous and in perfect condition, the booking, check in and departure process was smooth and Captain Chavez ensured we had a great time. I'll definitely book with them again!
Marissa

Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
We had a great time in the playpen! Very professional crew and everything went smoothly. Would highly recommend! No better way to spend a hot summer day than out on a boat.
Yvette

1962 Chris Craft Yacht Charter on the Chicago River!
The boat was gorgeous, clean and classy. I loved every moment. He had everything we needed.
MS
Milap

Gorgeous 61’ Sunseeker Predator Motor Yacht with Floating island in Chicago
Exactly as described, great operation, great captains, smooth as butter!
Ari

Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
Captain James and Captain John were wonderful hosts. They were clear about procedures and safety that made my group feel really comfortable. The boat was clean and ready for our use. We had a great time at the playpen. I’d definitely book again if in the Chicago area. Thank you again!
Ethan

Chicago Boat Cruise on Captained Sea Ray Sundancer 260 Motor Yacht
Our group had an incredible time with Chuma! From the start, he was accommodating, communicative, and prompt in arranging the trip. Our time on the water was fantastic - we loved both the boat and Chuma’s captaining. We couldn’t have asked for a more positive experience. We would definitely recommend Chuma and look forward to booking with him again in the future.