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All listings in Lake Michigan

Awesome motor yacht charters in Lake Michigan, United States.

Page 2 of 10233 listings

70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

4.9
$999/hour
35' Sea Ray SLX Motor Yacht Charter in Chicago
Events in Chicago · 13 guests

35' Sea Ray SLX Motor Yacht Charter in Chicago

5.0
$250/hour
Diversey Harbor Relax and Enjoy on this 52ft Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Relax and Enjoy on this 52ft Yacht

5.0
Superowner
Best of 2025
$225/hour
46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 13 guests

46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

5.0
Superowner
$300/hour
Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
Events in Chicago · 12 guests

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

4.9
Superowner
Best of 2025
$200/hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.7
$349/hour
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 13 guests

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

4.9
$349/hour
40' Luxury Cruiser Yacht for Charter in Chicago
Events in Chicago · 12 guests

40' Luxury Cruiser Yacht for Charter in Chicago

4.9
$300/hour
Double Decker 50ft Sea Ray Flybridge Yacht!
Events in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2025
$292/hour
2018 Luxury Sea Ray 31 SLX in Chicago up to 10 guests!!
Events in Chicago · 11 guests

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

5.0
$250/hour
Luxury 31ft Bayliner 3055 Ciera for your Playpen Party
Events in Chicago · 8 guests

Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

5.0
$195/hour
SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

4.9
$200/hour
Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago
Events in Chicago · 20 guests

Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago

4.8
$1,500/hour
*** $250**Weekend Charter Rental - 33' Maxum!
Events in Chicago · 10 guests

*** $250**Weekend Charter Rental - 33' Maxum!

4.7
$175/hour
Special End of Season Sunday pricing for 8 to 13 passengers
Sailing in Chicago · 13 guests

Special End of Season Sunday pricing for 8 to 13 passengers

5.0
$550/hour
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Events in Chicago · 12 guests

53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

5.0
Superowner
$375/hour
Instant Book
Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!
Events in Chicago · 12 guests

Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!

4.9
$250/hour
Book "After Hours" today! Sea Ray Sundancer 40ft
Events in Chicago · 13 guests

Book "After Hours" today! Sea Ray Sundancer 40ft

5.0
Superowner
Best of 2025
$245/hour
42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!
Events in Chicago · 12 guests

42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

5.0
$200/hour
39' Sea Ray for Rent in Chicago, Illinois!
Events in Chicago · 12 guests

39' Sea Ray for Rent in Chicago, Illinois!

5.0
$350+/hour
SeaRay Sundancer 340 Motor Yacht
Events in Chicago · 12 guests

SeaRay Sundancer 340 Motor Yacht

3.8
$250/hour
Burnham Harbor, CAPTAIN/FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN/FUEL INCLUDED

5.0
$250+/hour
Sail & Swim from a Luxury Sailing Yacht
Sailing in Chicago · 7 guests

Sail & Swim from a Luxury Sailing Yacht

5.0
Superowner
$200/hour
Instant Book
39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
Superowner
$250+/hour

Motor Yacht Reviews in Lake Michigan

  1. MS

    Michael

    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

    I had some friends visiting Chicago and wanted to impress them. Renting a boat from Kevin was the crown jewel of the weekend! Our captain Evan was very professional, accommodating and friendly. The boat exceeded expectation. Would definitely book with them again!

  2. ED

    Elena

    40' Luxury Cruiser Yacht for Charter in Chicago

    We had the BEST time aboard Captain G’s boat thanks to Captain TJ & Deckhand Eric!!! Such a perfect sized boat for 12 people with awesome speakers & storage. Captain TJ was so fun and took some amazing photos/videos while we thoroughly enjoyed the playpen! Can’t wait to book them again next summer and would 11/10 recommend!!! 🙌⛵️❤️

  3. SB

    Steve

    Double Decker 50ft Sea Ray Flybridge Yacht!

    Captain Kelly was amazing! The boat was perfect for our large group, and we had the best time on the water! Luckily we won the Chicago weather lottery. Looking forward to renting from Chris again next summer.

  4. KD

    Kevin

    42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

    Used Captain chris and he was great. I wasn't aware that there was a whole team required (3 people total including captain), not that it mattered much. They tried to not let us use the lilly pad because they said the wind caused it to float away with 8 people on it, but we were in the water and it was great. I would not want to hit the play pen without it IMH. John was very kind, and the boat was quite spacious. Overall had a great experience, 5 stars, but noting the lily hiccup that I felt like I had to fight to keep but it appeared to have no issues using it. Would book again

  5. NW

    Neal

    42' Luxury Mediterranean Yacht - 3 Boats Available! Discount on Weekdays!

    We had a great experience on Captain John’s boat. He was a great host and was always very quick at responding to my inquiries. I highly recommend him to others looking to rent a boat.

  6. SB

    Shan

    46ft Sea Ray Sundancer Motor Yacht Rental in Chicago, Illinois

    We had a great time on the boat! Captain William was great. Very helpful/friendly and of course a good captain. The boat was large enough for our group of 13 to be comfortable. Would do again!