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Browse Lake Michigan Boat Rentals

Page 10 of 14336 listings

40' Carver Yacht with space all around
Events in Chicago · 12 guests

40' Carver Yacht with space all around

5.0
$375/hour
68' Luxurious Private Yacht Charters in Chicago
Events in Chicago · 45 guests

68' Luxurious Private Yacht Charters in Chicago

5.0
$1,750/hour
38' Chaparral  Signature, Chicago, IL
Events in Chicago · 13 guests

38' Chaparral Signature, Chicago, IL

New
$642/hour
Tiki Themed center console, 2 to 6 people, captain and beverage package included
Powerboats in Chicago · 6 guests

Tiki Themed center console, 2 to 6 people, captain and beverage package included

5.0
$200/hour
2003 Cobalt 240 Bowrider Rental in St Joseph, Michigan
Powerboats in New Buffalo · 6 guests

2003 Cobalt 240 Bowrider Rental in St Joseph, Michigan

5.0
$225/hour
24'  Pontoon Rental deliver to your dock /servicing Lakes South West Michigan
Powerboats in Holland · 13 guests

24' Pontoon Rental deliver to your dock /servicing Lakes South West Michigan

5.0
$268+/day
Charter 27' Chaparral Sunesta in Chicago, IL
Powerboats in Chicago · 8 guests

Charter 27' Chaparral Sunesta in Chicago, IL

5.0
$350/hour
Tiki Themed Party Boat, 50-90 people, captain, crew & beverage package included
Events in Chicago · 90 guests

Tiki Themed Party Boat, 50-90 people, captain, crew & beverage package included

5.0
$1,500/hour
35ft Center Console for daytime cruises, big lake fishing and weekend adventures
Powerboats in Holland · 6 guests

35ft Center Console for daytime cruises, big lake fishing and weekend adventures

5.0
$150/hour
Sea Ray Sundancer, Chicago, IL
Events in Chicago · 12 guests

Sea Ray Sundancer, Chicago, IL

New
$788/hour
Sea Ray 330 Boat Rental Chicago 12 people
Events in Chicago · 12 guests

Sea Ray 330 Boat Rental Chicago 12 people

5.0
$275/hour
Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois

5.0
$300/hour
The Chicago "City Life" - 64' Sunseeker
Events in Chicago · 12 guests

The Chicago "City Life" - 64' Sunseeker

5.0
$1,625/hour
52' Cruisers Yachts 500 Express Luxury Yacht Rental in Chicago, Illinois
Events in Chicago · 13 guests

52' Cruisers Yachts 500 Express Luxury Yacht Rental in Chicago, Illinois

5.0
$750/hour
Sailing Lessons with Chicago's #1 Rated Sailing School
Tours in Chicago · 6 guests

Sailing Lessons with Chicago's #1 Rated Sailing School

New
Best of 2025
$175+/hour
42' Sea Ray Sundancer Luxury Yacht - Great for outings! DIVERSEY HARBOR
Events in Chicago · 12 guests

42' Sea Ray Sundancer Luxury Yacht - Great for outings! DIVERSEY HARBOR

4.0
$150/hour
Instant Book
Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago
Events in Chicago · 10 guests

Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

5.0
$350/hour
Premium Power Boat Rental - Harris Kayot V220
Powerboats in Michigan · 14 guests

Premium Power Boat Rental - Harris Kayot V220

5.0
$87+/hour
24ft Pontoon Rental in Lake Odessa, 3 day min $1500 in the Lake Odessa area .
Powerboats in Michigan · 12 guests

24ft Pontoon Rental in Lake Odessa, 3 day min $1500 in the Lake Odessa area .

5.0
$272+/day
21ft Bennington Tritoon on Glen Lake - Exciting Performance and Plenty of Room!
Powerboats in Michigan · 12 guests

21ft Bennington Tritoon on Glen Lake - Exciting Performance and Plenty of Room!

New
$125/hour
Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION
Events in Chicago · 12 guests

Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION

5.0
$315/hour
20' Lund Bass Boat for 3 in Chicago, Illinois
Fishing in Chicago · 3 guests

20' Lund Bass Boat for 3 in Chicago, Illinois

5.0
$67/hour
40ft Carver Mariner Motor Yacht Charter in Chicago, IL
Events in Chicago · 13 guests

40ft Carver Mariner Motor Yacht Charter in Chicago, IL

New
$745/hour
42ft Sea Ray in Chicago, Burnham Harbor (Up to 12 guests)
Events in Chicago · 12 guests

42ft Sea Ray in Chicago, Burnham Harbor (Up to 12 guests)

New
$300/hour

Lake Michigan Reviews

  1. SC

    Suzie

    Tiki Themed center console, 2 to 6 people, captain and beverage package included

    Captain Jack and the boat were fantastic and just what we needed to show friends a good time! I got a phone call confirming the time the night before, and then Captain Jack texting me afternoon of to see if I had questions. You can't BYOB, but he helped us get to the front of the line to buy drinks at the hut to bring onboard. He was super helpful and we had a great time - will be booking him and this boat again!

  2. MG

    Melody

    2003 Cobalt 240 Bowrider Rental in St Joseph, Michigan

    Captain John and his boat were both amazing! The kids loved it and he tailored it to exactly what we wanted to do and see. He made us comfortable and even let the kids drive which made their day! We will definitely book with him in the future! It was worth every penny to get out on Lake Michigan without worrying about driving a boat ourselves! Book with Captain John and you won’t be disappointed!

  3. MG

    Melissa

    Premium Power Boat Rental - Harris Kayot V220

    From initial inquiries (i asked a lot of questions) to pricing, availability, and booking. It was a great boat day on Glen Lake and made our trip to Sleeping Bear Dunes even more memorable. Thanks Jeff and Preston we can’t wait to return next year!!

  4. Sue

    Sue

    24ft Pontoon Rental in Lake Odessa, 3 day min $1500 in the Lake Odessa area .

    Jeff was great to work with! I had lots of questions since it was our first time renting a boat and he responded quickly. We had a pontoon and he provided a tube for us to pull the kids behind the boat. They had so much fun. He was on time with delivery and at pickup time. I would definitely recommend him!!

  5. Jahkayah

    Jahkayah

    Chicago Private Boat Rental - Explore Chicago's Skyline and Waters - SUCESSION

    What a fantastic experience! I rented Alex's boat yesterday and had an absolute blast with my group of 12 friends. From the moment we arrived, Alex was super friendly and welcoming. He showed us around the boat and made sure we felt comfortable and at ease. The boat itself was immaculate - clean, well-maintained, and organized to perfection. Alex had thought of everything to ensure our day on the water was stress-free and enjoyable. His assistant was also super helpful in getting us settled and answering any questions we had. Alex himself was an absolute pleasure to be around. He was knowledgeable about the area and gave us great recommendations for things to do and see. His enthusiasm was infectious, and he really made us feel like we were part of his own little crew. We had an amazing time cruising around the water, taking in the sights, and enjoying each other's company. The boat handled beautifully, and we were able to fit all 12 of us comfortably. Overall, I would highly recommend renting from Alex. His attention to detail, warm hospitality, and love for boating make for a truly unforgettable experience. We can't wait to come back and do it again!

  6. Husein

    Husein

    20' Lund Bass Boat for 3 in Chicago, Illinois

    I honestly didn’t expect to walk away from this trip with a whole new hobby, but here I am—hooked for life. Guy has this way of making the entire experience feel effortless and exciting, whether you’re a total beginner or someone who’s been at it for years. From teaching the basics with real patience to creating an atmosphere that’s both laid-back and full of energy, he made it easy to fall in love with fishing. The way he explained the gear, read the water, and shared his stories made every moment out there on the water feel like something special. You can tell he truly loves what he does, and that kind of passion is contagious. I went in thinking this was just a one-time adventure, but now I’m already planning my next trip—and buying my own gear. Can’t thank Guy enough for turning what was supposed to be a relaxing weekend into the start of a lifelong obsession. If you’ve ever been on the fence about trying fishing, let Guy be the reason you dive in—you won’t regret it.