Cookies!

We use cookies to improve your browsing experience. By continuing to browse or closing this banner, you agree to our use of cookies. Find out more about our cookies policy here.

All listings in Chicago

Search yacht rentals in Chicago, Illinois.

Page 3 of 10226 listings

Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
Events in Chicago · 13 guests

Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

4.9
Superowner
Best of 2025
$250/hour
36ft Carver Mariner Motor Yacht in Chicago
Events in Chicago · 12 guests

36ft Carver Mariner Motor Yacht in Chicago

4.9
$350/hour
LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)
Events in Chicago · 13 guests

LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)

5.0
Superowner
Best of 2025
$250/hour
37' Spacious Party Yacht For Every Occasion
Events in Chicago · 12 guests

37' Spacious Party Yacht For Every Occasion

5.0
$225/hour
Price Drop!!! Sunday Morning Special!!35' Luxury Motor Yacht
Events in Chicago · 12 guests

Price Drop!!! Sunday Morning Special!!35' Luxury Motor Yacht

4.3
$180+/hour
Stunning Multi-Level 47’ Carver Yacht in Chicago for up to 13 Guests
Events in Chicago · 13 guests

Stunning Multi-Level 47’ Carver Yacht in Chicago for up to 13 Guests

4.8
$300/hour
Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
Events in Chicago · 5 guests

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

5.0
Superowner
$200/hour
33ft Day Boat in Chicago
Events in Chicago · 10 guests

33ft Day Boat in Chicago

4.9
$375/hour
Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
Events in Chicago · 10 guests

Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

4.9
Superowner
Best of 2025
$210/hour
62' $2M Italian Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

62' $2M Italian Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$800/hour
Instant Book
43ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 13 guests

43ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

5.0
Superowner
$300/hour
New Spacious 40ft Cruisers Yacht for Rent in Chicago
Events in Chicago · 12 guests

New Spacious 40ft Cruisers Yacht for Rent in Chicago

5.0
Superowner
$400/hour
46ft Prestige Flybridge Luxury Yacht in Chicago
Events in Chicago · 13 guests

46ft Prestige Flybridge Luxury Yacht in Chicago

4.9
$400/hour
27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform
Events in Chicago · 6 guests

27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform

5.0
$250/hour
61’ Gorgeous Sunseeker Predator Weekday Special Rates
Events in Chicago · 13 guests

61’ Gorgeous Sunseeker Predator Weekday Special Rates

4.9
Superowner
$280/hour
Do it for Ships N Giggles!!
Events in Chicago · 12 guests

Do it for Ships N Giggles!!

5.0
$300/hour
Come enjoy fun in the sun on our 30 ft Bayliner Ciera 8 passengers
Events in Chicago · 8 guests

Come enjoy fun in the sun on our 30 ft Bayliner Ciera 8 passengers

4.6
$200/hour
Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad
Events in Chicago · 12 guests

Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad

5.0
Superowner
$375+/hour
Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
Events in Chicago · 12 guests

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

5.0
Superowner
Best of 2025
$280/hour
Doral Alegria 50' Yacht in Chicago, Illinois
Events in Chicago · 12 guests

Doral Alegria 50' Yacht in Chicago, Illinois

5.0
$275/hour
41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

5.0
Superowner
$350+/hour
55' Carver Cockpit Motor Yacht -12 Passengers in Chicago, Illinois
Events in Chicago · 12 guests

55' Carver Cockpit Motor Yacht -12 Passengers in Chicago, Illinois

4.8
Best of 2025
$350/hour
55' Sea Ray Luxury Yacht in Chicago
Events in Chicago · 12 guests

55' Sea Ray Luxury Yacht in Chicago

5.0
$350/hour
38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)
Events in Chicago · 12 guests

38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)

5.0
Superowner
$250/hour

Motor Yacht Reviews in Chicago

  1. Sharon

    Sharon

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

    Captain Bob was friendly, professional, and made sure my husband and I had the best time. We enjoyed seeing the spectacular Chicago Skyline and Navy Pier Fireworks from a prime spot on the lake. Captain Bob’s experience also made us feel at ease, especially being on the lake at night. Highly recommend Captain Bob!

  2. RC

    Rachel

    41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

    It was great! We ended up having a little later departure and they extended our arrival by the amount of time we missed out on from the departure. Really appreciate all the communication and help from James and his crew! Thank you so much, it was so fun!

  3. Pradyu

    Pradyu

    37' Spacious Party Yacht For Every Occasion

    Had a fantastic time on the yacht! Communication and service were excellent throughout, and the captain made everything smooth. The boat was a little rocky, but I’d chalk that up to the conditions of the day. Overall, an amazing day out on the water — would definitely recommend

  4. AX

    Andrew

    LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)

    Shay and team were one of the best folks to charter in Chicago from. Along with the rapid responsiveness, the general helpfulness, and especially providing a captain priced for the charter, just made everything so much easier and funner!!

  5. Vanessa

    Vanessa

    43ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

    Kevin is super friendly and made our family day super relaxing and special. His communication was top notch, even providing a video showing where to park in the lot (super helpful!!!), and everything about the experience was great. Would definitely book again. :)

  6. IB

    Ivelina

    Stunning Multi-Level 47’ Carver Yacht in Chicago for up to 13 Guests

    We had an awesome day! Captain Micheal was great and we were SOOO lucky to see the air & water show from the water! 10/10 recommend and we're already talking about when we will be back! We will book directly with you guys going forward.