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Illinois, US Boat Rentals & Yacht Charters

4.9

(6,403 Reviews)

Page 3 of 13 • 298 listings

Events in Chicago · 12 guests

40ft Formula 370 Sun Sport Motor Yacht Charter Chicago Playpen Ready

5.0

$300/hour

Limited Availability

Powerboats in Chicago · 24 guests

24 Guests Captained Party & Event Boat in Chicago with Bathroom & Aqua mat

5.0

Superowner

Best of 2026

$800/hour

Limited Availability

Events in Chicago · 12 guests

53' Cruiser Yacht with Flybridge and Sundeck for 11 Guests in Chicago

4.9

Superowner

$375/hour

Events in Chicago · 12 guests

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

5.0

$400/hour

Events in Chicago · 12 guests

37' Silverton Spacious Party Yacht For Every Occasion In Chicago

4.9

$225/hour

Events in Chicago · 12 guests

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

5.0

Superowner

$300+/hour

Events in Chicago · 13 guests

'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!

5.0

Superowner

$350/hour

Sailing in Chicago · 49 guests

49-Passenger Sailing Charter Catamaran at Navy Pier Marina

New

$900/hour

Events in Chicago · 12 guests

35' Luxury Motor Yacht Charter in Chicago with Swim Platform

4.2

$180+/hour

Limited Availability

Events in Chicago · 12 guests

Explore the Famous Chicago Playpen! - 46ft Sea Ray Motor Yacht!

5.0

Superowner

Best of 2026

$220/hour

Instant Book

Powerboats in Chicago · 8 guests

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

4.8

Superowner

Best of 2026

$150+/hour

Sailing in Chicago · 10 guests

Private Jeanneau Sun Odyssey 37ft Sailboat Chicago Cruise with 10 Guests

5.0

Superowner

$250/hour

Instant Book

Events in Chicago · 12 guests

New Spacious 40ft Cruisers Motor Yacht for Rent in Chicago

5.0

Superowner

$400/hour

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 · 13 guests

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

4.9

Superowner

$250/hour

Powerboats in Chicago · 20 guests

Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

5.0

Superowner

Best of 2026

$700/hour

Events in Chicago · 13 guests

Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)

5.0

Superowner

$250/hour

Events in Chicago · 12 guests

Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible Sound System!

5.0

$350/hour

High Demand

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 · 13 guests

Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

4.9

$400/hour

Events in Chicago · 12 guests

Cruise Chicago Aboard a 34ft Silverton Express from 31st Street Harbor

5.0

$275/hour

Powerboats in Chicago · 5 guests

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

5.0

Superowner

$225/hour

High Demand

Events in Chicago · 12 guests

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

5.0

Superowner

Best of 2026

$345+/hour

Instant Book

Powerboats in Chicago · 12 guests

Set Sail on a Spacious 42' Silverton Express Cruiser Yacht

5.0

$275/hour

Top Destinations Nearby

289
Chicago
Illinois

Illinois Reviews

Eric

Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible Sound System!
George is the man. He was very accommodating with our request to do a river tour and hit the play pen. He was laid back the whole time and just wanted us to enjoy ourselves. A great captain!
JB
Julie

Explore the Famous Chicago Playpen! - 46ft Sea Ray Motor Yacht!
Our group had an incredible experience wirh Nasco’s yacht! The booking process was smooth - Nasco was very communicative and friendly regarding any questions or concerns I had. The boat itself was clean and comfortable. I would 100% book again with Nasco! :)
Jasmine

42' Mediterranean Yacht for Luxury Cruises in Chicago - 3 Boats Available!
This was an incredible experience! Our captain, Derrol, truly made my birthday trip unforgettable. Exploring Chicago from the water was such a fun and unique way to experience the city, and it ended up being one of the highlights of my birthday weekend. John was also amazing, he was very communicative and made the entire booking process smooth and seamless from start to finish. Thank you both so much for helping make my birthday so special. I highly recommend this experience to anyone visiting Chicago!
MM
Melanie

Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)
My friends and I had a blast with Captain Derek and his first mate! They did everything they could to ensure a safe trip while going above a beyond to make it a fun time. Such a great experience and would highly recommend for your next outing!
AS
Alex

Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
Captain James and his wife were really amazing and hospitable! My friends and I had such a great time and what a beautiful, clean and well maintained vessel. It was a treat and we can't wait to be back.
Emily

Luxurious, Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!
The captains know exactly where to take you, so just come to have a good time! We had so much fun, such an incredible experience and made my birthday truly special :)