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All listings in Chicago

Amazing luxury boat rentals great for group events near Chicago, Illinois.

4.9(Average of 2,403 reviews in this area)
Page 1 of 7 (161 listings)
Luxury 33' Sea Ray - Come Charter & See Chicago!
Events in Chicago · 8 guests

Luxury 33' Sea Ray - Come Charter & See Chicago!

5.0
$250hour
42' Luxury Cruisers Yacht - up to 6 guests (Captain INCLUDED)
Events in Chicago · 6 guests

42' Luxury Cruisers Yacht - up to 6 guests (Captain INCLUDED)

5.0
$400hour
45' Sea Ray Express Cruiser Yacht - Perfect for Parties!!
Events in Chicago · 12 guests

45' Sea Ray Express Cruiser Yacht - Perfect for Parties!!

New
Best of 2022
$400hour
70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

New
Superowner
$1,000hour
32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day With Family And Friends! rate Includes fuel, cleaning and Captain fee.
Events in Chicago · 6 guests

32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day With Family And Friends! rate Includes fuel, cleaning and Captain fee.

4.9
$240hour
2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!
Events in Chicago · 10 guests

2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

5.0
Superowner
Best of 2022
$350hour
Instant Book
31' Captained Sea Ray Sundancer, Fun in Chicago Aboard
Powerboats in Chicago · 6 guests

31' Captained Sea Ray Sundancer, Fun in Chicago Aboard

4.8
$250hour
25’ All Inclusive Cruiser
Chicago · 12 guests

25’ All Inclusive Cruiser

5.0
$250hour
35' Luxury Double-Decker Yacht Rental in Chicago - Up To 12 Guests!
Events in Chicago · 12 guests

35' Luxury Double-Decker Yacht Rental in Chicago - Up To 12 Guests!

5.0
$300hour
46' Beautiful Sea Ray Yacht - Perfect for Parties - 12 Guests
Events in Chicago · 12 guests

46' Beautiful Sea Ray Yacht - Perfect for Parties - 12 Guests

5.0
Best of 2022
$400hour
44' Italian Luxury Azimut Premier Party Yacht for up to 12
Events in Chicago · 12 guests

44' Italian Luxury Azimut Premier Party Yacht for up to 12

5.0
$600hour
Sea Ray Express 390 Luxury Charter in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray Express 390 Luxury Charter in Chicago, Illinois

5.0
$300hour
2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
Events in Chicago · 11 guests

2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL

5.0
$500hour
Beautiful 33ft Day Boat with 18 foot Lily Pad!
Events in Chicago · 10 guests

Beautiful 33ft Day Boat with 18 foot Lily Pad!

4.9
Best of 2022
$225hour
SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

5.0
$275hour
HUGE affordable boat! Best rates for your group of up to 12 in Chicago, Illinois
Events in Chicago · 12 guests

HUGE affordable boat! Best rates for your group of up to 12 in Chicago, Illinois

5.0
Superowner
Best of 2022
$220hour
Instant Book
Luxury 40 ft. Sea Ray Sundancer Motor Yacht in Chicago, Illinois
Events in Chicago · 12 guests

Luxury 40 ft. Sea Ray Sundancer Motor Yacht in Chicago, Illinois

5.0
$400hour
Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
Events in Chicago · 13 guests

Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

5.0
$400hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.7
Superowner
$449hour
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 12 guests

44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

4.8
Superowner
$449hour
Maxum yacht - huge open seating area and bow sunpad! Ready for 2023 summer fun!
Events in Chicago · 12 guests

Maxum yacht - huge open seating area and bow sunpad! Ready for 2023 summer fun!

5.0
Superowner
Best of 2022
$300hour
Instant Book
50ft Azimut Luxury Italian Yacht in Chicago, Illinois
Events in Chicago · 12 guests

50ft Azimut Luxury Italian Yacht in Chicago, Illinois

5.0
$450hour
Sea Ray 45' Chicago Burnham Harbor -
Events in Chicago · 12 guests

Sea Ray 45' Chicago Burnham Harbor -

5.0
Superowner
$425hour
Bayliner 3055 Powerboat for Charter in Chicago
Events in Chicago · 12 guests

Bayliner 3055 Powerboat for Charter in Chicago

4.4
$290hour

Luxury, Events & Large groups Reviews in Chicago

  1. JO
    James
    32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day With Family And Friends! rate Includes fuel, cleaning and Captain fee.

    We rented a boat from Louie for a Saturday out on lake michigan and couldnt be much happier. the listing and price were as advertised, response times were speedy and the trip itself was very smooth involving a cruise around navy pier and a relaxed afternoon at the play pen. I would happily recommend to friends!

  2. Barbara
    Barbara
    32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day With Family And Friends! rate Includes fuel, cleaning and Captain fee.

    We had a wonderful time cruising the Lake and swimming in the Play Pen for my girlfriend’s bachelorette party. It was the perfect size boat for a small group. The communication with Louie pre trip was great and Captains Alex and AD were super nice. Great value, great time.

  3. DF
    Dejeanette
    32' Motor Yacht Charter Downtown Chicago's Lake Front, Relax And Enjoy The Day With Family And Friends! rate Includes fuel, cleaning and Captain fee.

    I highly recommend this owner and his boat and crew. They were very understanding and accommodating. Additionally, the value for the boat was great especially because the owner provides the captains without renters having to worry about calling and seeing this service up themselves.

  4. Taylor
    Taylor
    2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!

    Grace's boat was so much fun and Captain David was great! The boat was more spacious than expected (we had a group of 8), very clean, and the lily pad was a great addition. Grace was also very accommodating and communicated quickly. We had so much fun out on the water; it was the highlight of our weekend for sure!

  5. JM
    Jasmin
    25’ All Inclusive Cruiser

    Ty was a great captain and host! Unfortunately, the weather wasn’t too great for the Playpen but Ty was able to accommodate us for a longer stay and find us an area so that we could get a chance to swim! The boat was clean, up to our expectations, and had pretty much everything we could need. We’ll definitely be booking with Ty again in the future!

  6. AL
    Alyssa
    35' Luxury Double-Decker Yacht Rental in Chicago - Up To 12 Guests!

    Our group loved our time out on the lake during our trip, and working with Steve & Helen was effortless. Helen communicated frequently and answered all the questions we had promptly. We were also able to have Captain Jay for our trip and he was awesome. The boat was in great condition and had everything we needed for the day out. Overall, our trip was amazing and I would highly recommend booking with Steve & Helen; I know they'll be my first choice in the future.