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Illinois, US Boat Rentals & Yacht Charters

4.9

(6,227 Reviews)

Page 2 of 13 • 302 listings

High Demand

Events in Chicago · 20 guests

Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

4.8

$1,500/hour

Powerboats in Chicago · 12 guests

Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations

5.0

Superowner

Best of 2026

$190/hour

Instant Book

Events in Chicago · 12 guests

Luxurious, Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!

5.0

Superowner

$300+/hour

Limited Availability

Events in Chicago · 12 guests

Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties

5.0

Superowner

Best of 2026

$400/hour

Instant Book

Events in Chicago · 12 guests

37' Silverton Spacious Party Yacht For Every Occasion In Chicago

4.9

$225/hour

Powerboats in Chicago · 8 guests

Drive It Yourself Or Hire Captain! Affordable Sea Ray Bowrider!

4.8

Superowner

Best of 2026

$150+/hour

High Demand

Events in Chicago · 12 guests

42' Mediterranean Yacht for Luxury Cruises in Chicago - 3 Boats Available!

5.0

$350/hour

Limited Availability

Powerboats in Chicago · 6 guests

Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago

5.0

$225/hour

Powerboats in Chicago · 5 guests

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

5.0

Superowner

$225/hour

Events in Chicago · 12 guests

Top of the line Sea Ray Sundancer 340 Motor Yacht - Accommodate 12 Guests

3.9

$250/hour

Limited Availability

Powerboats in Chicago · 13 guests

Rent this 42ft Regal Commodore Express Cruiser In Chicago

5.0

Superowner

Best of 2026

$225+/hour

Limited Availability

Powerboats in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht in Chicago - 13 Guests

5.0

Superowner

Best of 2026

$300+/hour

Events in Chicago · 12 guests

New Spacious 40ft Cruisers Motor Yacht for Rent in Chicago

5.0

Superowner

$400/hour

Limited Availability

Events in Chicago · 6 guests

62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests

5.0

Superowner

Best of 2026

$500/hour

Instant Book

Sailing in Chicago · 6 guests

Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

5.0

$225/hour

Limited Availability

Events in Chicago · 13 guests

Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

4.9

$400/hour

Limited Availability

Powerboats in Chicago · 12 guests

Set Sail on a Spacious 42' Silverton Express Cruiser Yacht

5.0

$275/hour

Events in Chicago · 12 guests

Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago

4.9

$350/hour

High Demand

Events in Chicago · 30 guests

Stunning 105ft Denison Party Yacht in Chicago

4.7

$1,450+/hour

Powerboats in Chicago · 5 guests

27ft Sea Ray Deck Boat for 5 Guests, Captain Included

5.0

$235/hour

Limited Availability

Events in Chicago · 13 guests

Meridian 38 Luxury Yacht Multi-Level Private Charter with Water Toys in Chicago

4.9

Superowner

$250/hour

Instant Book

Events in Chicago · 12 guests

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

5.0

$200/hour

Events in Chicago · 12 guests

Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago

4.9

$350/hour

High Demand

Events in Chicago · 12 guests

35' Luxury Motor Yacht Charter in Chicago with Swim Platform

4.2

$180+/hour

Top Destinations Nearby

287
Chicago
Illinois

Illinois Reviews

Emma

Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago
I highly recommend booking with Armand. He made the booking process simple, answered all of my questions and provided an amazing experience for my friends and I. Captain Craig and Richie were amazing. They made sure that everything on board was all set when we arrived and that everyone was having a safe and fun experience. I definitely will book through Armand again in the future!
Beverly

27ft Sea Ray Deck Boat for 5 Guests, Captain Included
We all had an amazing time on Bobby’s boat! The boat was in pristine condition and was equipped with a cooler with ice and water bottles which was much appreciated. My girlfriend and I took her daughter and friend for their first time on Lake Michigan and Bobby was very accommodating. He made sure everyone felt safe and had fun! Even took out his lily pad for the girls to enjoy! Such a great day!
TM
Tsov

Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago
We had an amazing experience with our captain, Samuel! He was professional, friendly, and made sure we had a great time from start to finish. Everything went smoothly, and we felt comfortable and well taken care of throughout the entire trip. Samuel made our time on the water in Chicago so much fun and truly memorable. We would definitely book with him again. Highly recommend!
Chavon

Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago
Captain Samuel made our Chicago boat day one of the highlights of our trip. He was incredibly hospitable and flexible in accommodating our schedule, making the entire experience seamless and enjoyable. We would absolutely book with him again and highly recommend him to anyone visiting Chicago.
Allison

Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
Great experience using get my boat, Nasco was super easy to communicate with and answered all my questions promptly. The boat was exactly as listed and we had an excellent view of the fireworks!
RA
Robert

Beautiful Four Winns 225 Sundowner Boat With Big Sound System In Chicago
Samuel was really cordial and informational. Told us about the future projects that are/will be happening on the river front and Lake. Very professional and courteous. The boat was nice and good little system for the music.