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Lake Michigan, US Boat Rentals & Yacht Charters

4.9

(6,521 Reviews)

Page 15 of 15 • 359 listings

Powerboats in Kenosha · 6 guests

Celebrity 20' bow rider in Kenosha

New

$165/hour

Events in Chicago · 12 guests

Cruise Lake Michigan on a 39ft Sea Ray 390 Express Cruiser for 12 Guests

New

$250/hour

Powerboats in Saugatuck · 6 guests

27ft Sailfish Center Console Available To Rent In Saugutck, Michigan

New

$200/hour

Limited Availability

Powerboats in New Buffalo · 6 guests

New Buffalo Shoreline and Sunset Yacht Cruises on 36ft Cruiser Yacht

New

$500/hour

Powerboats in Michigan · 7 guests

Bostwick Lake Pontoon Rental - 20ft Bennington

New

$100/hour

Limited Availability

Events in Chicago · 6 guests

31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan

New

$300/hour

Sailing in Holland · 6 guests

1986 22ft Catalina Sailboat in Holland, Michigan

New

$75+/hour

Fishing in Two Rivers · 6 guests

Fully Chartered Fishing Trips on Lake Michigan for salmon and trout.

New

$130/hour

Sailing in Holland · 6 guests

Sail Lake Macatawa and cruise past the lighthouse, Big Red onto Lake Michigan

New

$150/hour

Powerboats in Waukegan · 4 guests

Explore Lake Michigan with the 27’ Bayliner Ciera Sunbridge Yacht from Waukegan

New

$350/hour

Limited Availability

Events in Chicago · 13 guests

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

5.0

$225+/hour

Powerboats in Angola · 6 guests

260 Sea Ray Sundancer for Overnight Stays

New

$300/day

Fishing in Algoma · 6 guests

Charter Fishing On 34ft Silverton Sports fisherman Yacht in Algoma, Wisconsin

New

$113+/hour

Limited Availability

Powerboats in Chicago · 9 guests

Gorgeous 26ft Chaparral 257SSX Bowrider in Chicago

5.0

$150/hour

Adventures in Michigan · 2 guests

Explore the Beauty of Lake Michigan & Duck Lake by Kayak!

New

$35+/hour

Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

4.9

Snoozed - Active 15 Jul 2026

Limited Availability

Events in Chicago · 12 guests

Top of the line Sea Ray Sundancer 340 Motor Yacht - Accommodate 12 Guests

3.8

Snoozed - Active 18 Jul 2026

Powerboats in Chicago · 7 guests

Unique Experience with our Sea Ray 330 Sundancer Yacht for 7 Guests in Chicago

5.0

Snoozed - Active 02 Jan 2027

Events in Chicago · 12 guests

Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago

4.9

Snoozed - Active 25 Jul 2026

Events in Chicago · 12 guests

51ft Sea Ray Sundancer Yacht at Diversey Harbor!

5.0

Snoozed - Active 02 Jan 2027

Events in Chicago · 13 guests

Cruise Diversey Harbor Aboard a 40' Sea Ray Sundancer in Chicago!

New

Snoozed - Active 12 Oct 2026

Events in Chicago · 10 guests

Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests

New

Snoozed - Active 02 Aug 2026

Events in Hammond · 10 guests

Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun!

New

Snoozed - Active 14 Jul 2026

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Lake Michigan Reviews

AP
Alysha

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
Had an amazing and smooth experience with Jason and our captain! Everything on the listing was accurate and communication was clear.
SB
Sarah

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
Great experience! Communicative host, boat as described, definitely a great value for our money. Would recommend!
Erica

Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor
Ben is wonderful he is so passionate and knowledgeable about sailing and he made it a great time.
NM
Nikki

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
Perfect boat! Already looking to book again with Jason!
Ashwin

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
We had an incredible experience with Jason, and his captain! We were chartering for a proposal and they were kind enough to upgrade us. The boat was beautiful, spacious, and made the day feel so special. Our captain was beyond amazing, fun, and knew exactly where to go for the perfect skyline backdrop. Everything was organized seamlessly from start to finish, with clear directions and details that made the whole process stress-free. I would absolutely use them again and highly recommend them to anyone looking for a first-class experience on the lake!
Beatris

52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
My experience booking with Jason was a 10/10 through and through from beginning to end. The entire process was seamless, from booking the boat rental to the actual boat day. Jason provided great communication and answered all of my questions promptly. The boat itself was even better than I imagined, very beautiful with a lot of space, very clean and well kept. The captain that was recommended was a great time and really took care of us. I thoroughly enjoyed my entire experience and will be booking with him again!