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All listings in Lake Michigan

Awesome motor yacht charters in Lake Michigan, United States.

Page 2 of 9216 listings

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Events in Chicago · 12 guests

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

4.9
Superowner
$299/hour
42FT Regal Commodore Express Cruiser
Events in Chicago · 13 guests

42FT Regal Commodore Express Cruiser

5.0
Superowner
Best of 2025
$245/hour
Guided Tour Charter in Saugatuck, Michigan
Events in Saugatuck · 6 guests

Guided Tour Charter in Saugatuck, Michigan

5.0
$300/hour
45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE
Events in Chicago · 10 guests

45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE

5.0
$300/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
$300/hour
Instant Book
Charter a 39' Luxury SeaRay Sundancer 390 for 11 guests w/ Captain in Chicago
Events in Chicago · 11 guests

Charter a 39' Luxury SeaRay Sundancer 390 for 11 guests w/ Captain in Chicago

5.0
$350/hour
Experience Lake Michigan like never before on Beautiful 35ft Maxum
Events in Chicago · 10 guests

Experience Lake Michigan like never before on Beautiful 35ft Maxum

5.0
$225/hour
Instant Book
52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!
Events in Chicago · 12 guests

52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!

5.0
$300/hour
Searay Sundancer 36 LOA
Events in Chicago · 13 guests

Searay Sundancer 36 LOA

5.0
$250/hour
Crownline CR250 Cabin Cruiser.
Powerboats in Chicago · 10 guests

Crownline CR250 Cabin Cruiser.

5.0
Best of 2025
$325/hour
70' EXCLUSIVE Motor Yacht NEW to Chicago
Events in Chicago · 13 guests

70' EXCLUSIVE Motor Yacht NEW to Chicago

4.8
Superowner
$999/hour
2015 Absolute 40 STL Motor Yacht for rent in Chicago, IL
Events in Chicago · 8 guests

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

5.0
$500/hour
42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!
Events in Chicago · 10 guests

42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!

5.0
$300/hour
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
$400/hour
41' Stunning Sea Ray Yacht - Stunning throughout
Events in Chicago · 13 guests

41' Stunning Sea Ray Yacht - Stunning throughout

5.0
$350/hour
Instant Book
Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht
Powerboats in Chicago · 12 guests

Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht

4.9
Superowner
Best of 2025
$300/hour
36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )
Events in Chicago · 6 guests

36' Motor Yacht Charter Downtown Chicago's Lake Front ( CAPTAIN INCLUDED )

5.0
$440/hour
**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
Events in Chicago · 12 guests

**Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

5.0
$250/hour
Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL
Events in Chicago · 13 guests

Captained Charter on 38’ Carver Mariner with all the Amenities in Chicago, IL

4.9
$275/hour
50' Multi-level Luxury Yacht with Party up to 12
Events in Chicago · 12 guests

50' Multi-level Luxury Yacht with Party up to 12

5.0
Superowner
Best of 2025
$350+/hour
Instant Book
37' Beautiful Sea Ray Venture - Explore Chicago's Famous Playpen
Events in Chicago · 12 guests

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

New
Best of 2025
$400/hour
Instant Book
27 Sea Ray Sundancer DM for October specials
Events in Chicago · 8 guests

27 Sea Ray Sundancer DM for October specials

5.0
$180/hour
Bayliner Ciera Motor Yacht Charter in Chicago, Illinois
Powerboats in Chicago · 10 guests

Bayliner Ciera Motor Yacht Charter in Chicago, Illinois

5.0
Superowner
$200/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
Best of 2025
$275+/hour
Instant Book

Motor Yacht Reviews in Lake Michigan

  1. MP

    Molly

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

    We rented Kevin’s boat for my bachelorette party. Communication leading up to and day-of was great. He even provided a video to show where we should park. We had a different captain and skipper for the day and both were wonderful. We could tell that they took our safety seriously. The weather made the water very choppy, and we were told we shouldn’t go to the usual “play pen” area bc of this. They took us out a little ways where we could still get nice views of the city and have our own space on the water. They also provided coolers and other items for us to make drink and food storage and service easy. I would absolutely recommend this to anyone wanting to have a great boating experience. My friends and I left saying we should do it every year.

  2. Anna

    Anna

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Amazing time on the lake and at the playpen! Perfect day and our captain was great! Keep in mind you have to plan to walk from the drop off area at 31st street harbor entrance, or wherever you park, and have a safety discussion before you leave so if get there 30 minutes early to walk from your car to the gate and get on board and settled to leave at your designated time.

  3. KH

    Kaitlyn

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    This was a great experience. I would DEFINITELY do it again and I highly recommend booking through Sophia. There was a party before us on the boat and the crew cleaned it up quickly and helped us get all our coolers and food and drinks on board. It was so great!!

  4. Rachael

    Rachael

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Communication was not the best - but other than that the experience was fantastic! I booked the boat 5 days in advance and did not hear anything until a few hours before our trip - I was worried that it was not happening anymore. Crew, boat, pickup, and experience were all super fun though! Our group had an amazing time. I would definitely book again now that I know what to expect. Thanks Sophia!

  5. Katie

    Katie

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    We loved the boat. Very spacious and clean. Perfect boat for a group of 12 people. Only issue we had was lack of communication. I called to ask how we pay for the rest of the boat a few hours before departure, and on that call the boat owner told me we would now be departing out of 31st street harbor instead of Belmont. Wasn't sure if that would have ever been communicated to me if I didn't call. Also had to ask a lot of questions to understand what would be expected on the boat - ice, coolers, lily pad, speakers, etc. Would have loved proactive communication, but overall, not a big deal I would rent from this company again in a second!

  6. sb

    suzanne

    42FT Regal Commodore Express Cruiser

    Great boat, great time! Chris was terrific to work with and boat and experience as pictured and promised. He met us at the dock and was helpful with senior mom and teen kids. Captain Zach very knowledgeable and helpful, too. Would rent again in a heartbeat.