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Lake Michigan, US Boat Rentals & Yacht Charters

Page 10 of 14333 listings

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
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
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
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
40 foot Luxury Cruiser
Events in Chicago · 12 guests

40 foot Luxury Cruiser

5.0
$250/hour
"Excelling in Excellence" Yacht Charter in Chicago, IL
Events in Chicago · 13 guests

"Excelling in Excellence" Yacht Charter in Chicago, IL

New
$772/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
Sea Ray Sundancer, Chicago, IL
Events in Chicago · 12 guests

Sea Ray Sundancer, Chicago, IL

New
$788/hour
The Chicago "City Life" - 64' Sunseeker
Events in Chicago · 12 guests

The Chicago "City Life" - 64' Sunseeker

5.0
$1,675/hour
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
$400/hour
Premium Power Boat Rental - Harris Kayot V220
Powerboats in Michigan · 14 guests

Premium Power Boat Rental - Harris Kayot V220

5.0
$87+/hour
Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests
Events in Chicago · 12 guests

Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee - 12 Guests

New
Superowner
Best of 2026
$280+/hour
Instant Book
Kenosha Fishing Charter on 32ft Luhrs Tournament Sportfish
Fishing in Kenosha · 6 guests

Kenosha Fishing Charter on 32ft Luhrs Tournament Sportfish

5.0
$90+/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
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
Chicago Skyline Sea Ray Yacht Experience on Lake Michigan!
Events in Chicago · 12 guests

Chicago Skyline Sea Ray Yacht Experience on Lake Michigan!

New
$275/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
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
Sailing Lessons with Chicago's #1 Rated Sailing School
Tours in Chicago · 6 guests

Sailing Lessons with Chicago's #1 Rated Sailing School

New
$175+/hour
Cruise Lake Michigan Aboard 40ft Sea Ray Luxury Yacht
Events in Chicago · 12 guests

Cruise Lake Michigan Aboard 40ft Sea Ray Luxury Yacht

New
$300/hour
50’ Azimut Flybridge Exclusively at Navy Pier Marina
Events in Chicago · 13 guests

50’ Azimut Flybridge Exclusively at Navy Pier Marina

5.0
$400/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
Yamaha Waverunner Jet Ski Rentals In St Joe County
Water Sports in Michigan · 3 guests

Yamaha Waverunner Jet Ski Rentals In St Joe County

New
$375+/day
34' Luxury Sea Ray Sundancer Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

34' Luxury Sea Ray Sundancer Yacht Rental in Chicago, Illinois

New
$350+/hour

Lake Michigan Reviews

  1. tr

    tzveta

    50’ Azimut Flybridge Exclusively at Navy Pier Marina

    Captain Doug was amazing at making things happen. The crew service and everything was professional and just beyond excellent. My special event was more than memorable. The charters are all so beautiful and clean and offered everything you need for the most comfortable and fun ride. Looking forward to booking again with captain Douglas Charters. I would highly recommend him and his crew to anyone who wants to experience an unforgettable time on the water for any occasion.

  2. 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!!

  3. CB

    CHRISTINE

    Kenosha Fishing Charter on 32ft Luhrs Tournament Sportfish

    What a wonderful experience, We had a awesome time wheeling the fish in and Captain Brian was awesome explaining everything to the kids. we caught a lot of fish and the kids were very excited. He cleaned them up and we all got some to take home. Bring some bug spray the flies were bad. Don't know why because the boat was clean . Definitely would Recommend them.

  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.