Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Map View

All listings in Illinois

Awesome motor yacht charters in Illinois, United States.

4.9

(4,627 Reviews)

Page 2 of 10 • 235 listings

Limited Availability

Events in Chicago · 12 guests

40’ Cruiser Yacht Charter for fun, music and you bring the action!

4.5

$300/hour

Events in Chicago · 6 guests

Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

New

$350+/hour

Events in Chicago · 13 guests

60ft Azimut Evolution Double Decker Yacht Charter in Chicago

5.0

Superowner

Best of 2026

$750+/hour

Sailing in Chicago · 6 guests

Private 38' Catalina Sailing Catamaran Charter for up to 7 Person with Captain

5.0

$450/hour

Limited Availability

Events in Chicago · 6 guests

"Captain is Free". If you have 6 passengers or less...this yacht is Just Right!!

5.0

$350+/hour

Events in Chicago · 12 guests

Luxury 40' Sea Ray Sundancer Motor Yacht with Premium Sound System in Chicago

5.0

$300/hour

Sailing in Chicago · 13 guests

Chicago's Largest Chartered 38ft Lagoon Sailing Catamaran

5.0

$440/hour

Events in Chicago · 12 guests

42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

5.0

$250/hour

High Demand

Events in Chicago · 13 guests

Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

4.9

$400/hour

Events in Chicago · 12 guests

31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL

3.5

$300/hour

Limited Availability

Events in Chicago · 13 guests

Prestige 550 Flybridge Luxury Yacht Charter in Chicago

5.0

$400/hour

Limited Availability

Events in Chicago · 13 guests

Private Luxury Charter In Chicago - Sea Ray 360 Sundancer Motor Yacht

5.0

$300/hour

Events in Chicago · 13 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

4.9

Superowner

Best of 2026

$235/hour

Limited Availability

Events in Chicago · 12 guests

Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

5.0

$500/hour

Limited Availability

Events in Chicago · 12 guests

44' Luxury Sundancer Yacht in Chicago Includes Captain and Floating Island!

4.8

$349/hour

Limited Availability

Powerboats in Chicago · 13 guests

Maxum 44ft Motor Yacht "My Kinda Party"

5.0

Superowner

Best of 2026

$260+/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

Events in Chicago · 12 guests

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

5.0

$300/hour

Limited Availability

Events in Chicago · 6 guests

27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!

4.9

Superowner

$250/hour

Events in Chicago · 12 guests

Enjoy the Sun on Lake Michigan with Family or Friends on a 58' Sea Ray Yacht

5.0

$375/hour

Limited Availability

Events in Chicago · 12 guests

37ft Beautiful Sea Ray Venture Motor Yacht - Explore Chicago's Famous Playpen

5.0

Superowner

Best of 2026

$220/hour

Instant Book

Limited Availability

Events in Chicago · 10 guests

33ft Bayliner Powerboat Charter in Chicago for 10 Guests

4.6

$300/hour

Limited Availability

Events in Chicago · 12 guests

Anchor in the Famous Chicago Playpen with 37' Rinker Fiesta Vee Yacht

5.0

Superowner

Best of 2026

$325/hour

Instant Book

Limited Availability

Events in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht

5.0

Superowner

Best of 2026

$300+/hour

Top Destinations Nearby

287
Chicago
Illinois

Motor Yacht Reviews in Illinois

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!
Shericka

Prestige 550 Flybridge Luxury Yacht Charter in Chicago
Armand’s boat is beautiful. It was an exceptional time for a boat outing with friends. It was clean, spacious and the Captain Matt and Danny were helpful and ensured we had a great time! Would rent this boat again!
CF
Corey

37ft Beautiful Sea Ray Venture Motor Yacht - Explore Chicago's Famous Playpen
My family and I had an amazing time on Nasco’s boat. Communication was fast/reliable, and the boat was exactly as advertised. Would absolutely book again. Highly recommend captain Walter who took great care of us. 10/10!
Andre

Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
Lashawn and her crew are an experience like no other. You get persons who are attentive, Supportive and likeminded as it relates to one’s needs and likeness. An amazing team of professionals that seeks to offer the best in customer services and responsiveness. X
DB
Darian

Maxum 44ft Motor Yacht "My Kinda Party"
We booked this yacht for a birthday celebration and had a blast! Captain Kelly was very nice and accommodating on board. Booking through Chris was an stress-free and seamless experience. We would definitely do this again!
LK
Lauren

Maxum 44ft Motor Yacht "My Kinda Party"
Highly recommend! Our group had the best time celebrating my birthday on the water! Booking was easy, communication and responsiveness was great and Captain Drake was the best! Thanks for a memorable day!