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Browse Lake Michigan Boat Rentals

Page 3 of 15349 listings

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
Events in Chicago · 13 guests

Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

5.0
Superowner
$275hour
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
$300hour
25ft Rinker - Captained Party - Chicago
Powerboats in Chicago · 6 guests

25ft Rinker - Captained Party - Chicago

4.9
Superowner
$180hour
Sea Ray Express 390 Luxury Charter in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray Express 390 Luxury Charter in Chicago, Illinois

5.0
$300hour
40ft Yacht w/ Huge open seating area!
Powerboats in Chicago · 12 guests

40ft Yacht w/ Huge open seating area!

5.0
Superowner
Best of 2023
$210-$240hour
Premium Power Boat Rental - Glastron 205
Powerboats in Michigan · 11 guests

Premium Power Boat Rental - Glastron 205

5.0
$113hour
40ft Chris Craft for Fishing or Cruising on Lake Michigan
Fishing in Racine · 6 guests

40ft Chris Craft for Fishing or Cruising on Lake Michigan

5.0
$140hour
Cruisers Yachts 35' - Chicago Playpen and River!
Powerboats in Chicago · 10 guests

Cruisers Yachts 35' - Chicago Playpen and River!

4.9
$280hour
Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois

5.0
Superowner
Best of 2023
$400hour
Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior
Events in Chicago · 12 guests

Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

5.0
Superowner
Best of 2023
$245-$275hour
42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago
Events in Chicago · 11 guests

42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago

5.0
Superowner
$400hour
Maxum Yacht 44' in Chicago
Events in Chicago · 13 guests

Maxum Yacht 44' in Chicago

5.0
Superowner
Best of 2023
$268-$300hour
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
$250hour
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
Best of 2023
$400hour
Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
Events in Chicago · 12 guests

Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties

5.0
Best of 2023
$400hour
Instant Book
Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
Sailing in Chicago · 3 guests

Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

4.8
$115-$120hour
44' Luxury Sundancer Yacht Rental! Includes Floating Island!
Events in Chicago · 12 guests

44' Luxury Sundancer Yacht Rental! Includes Floating Island!

4.8
Superowner
$399hour
35' Searay Sundancer Best Party Boat in Chicago, Illinois
Events in Chicago · 11 guests

35' Searay Sundancer Best Party Boat in Chicago, Illinois

5.0
$395hour
42FT Regal Commodore Express Cruiser
Events in Chicago · 12 guests

42FT Regal Commodore Express Cruiser

5.0
Superowner
Best of 2023
$245-$275hour
Charter a 40' Luxury Gran Tursimo Yacht for 11 guests w/ Captain in Chicago
Events in Chicago · 11 guests

Charter a 40' Luxury Gran Tursimo Yacht for 11 guests w/ Captain in Chicago

4.8
Superowner
$350hour
Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
Events in Chicago · 5 guests

Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

5.0
Superowner
$200day
33ft Day Boat in Chicago
Events in Chicago · 10 guests

33ft Day Boat in Chicago

4.9
$275hour
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 12 guests

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

4.9
Superowner
$399hour
23ft Premier Pontoon 6 DAY RENTAL $2500 4-6DAYS Holland/Saugatuck NO DAILY
Powerboats in Holland · 11 guests

23ft Premier Pontoon 6 DAY RENTAL $2500 4-6DAYS Holland/Saugatuck NO DAILY

New
$417-$550day

Lake Michigan Reviews

  1. Kaitlin

    Kaitlin

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

    Highly recommend! Jimmy was very nice and he even rescheduled us to the following day due to bad weather. He made my birthday very special and I would definitely book with him again in the future!

  2. Paul

    Paul

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

    Kevin was a true professional to work with from the moment we began communication. He's a super experienced boat owner and charter operator. His crew and the overall operation was perfect from end to end and the boat was fantastic. He also had an amazing captain to offer us for our boat outing. 10/10, can't recommend the experience highly enough.

  3. EK

    Emily

    25ft Rinker - Captained Party - Chicago

    We had the greatest day! Joe was an excellent communicator, he was punctual, and offered great suggestions. I’ve done a few of these outings and Joe has been my favorite captain. He recommended a skyline cruise because the water was cold which ended up being perfect. We forgot towels and Joe had some for us. If you’re thinking of booking, don’t hesitate! Chicago boats are so fun and the best way to see the city!

  4. KG

    Kyra

    25ft Rinker - Captained Party - Chicago

    Joe was the BEST! He was so chill and patient with me and my friends as we screamed to our music and danced around on the boat. Me and my 4 girlfriends felt very safe with him and will definitely be hitting him up again for another cruise. Joe was also very easy to communicate with and provided us plenty of ice and cooler space which was helpful. Highly recommend booking with Joe😁

  5. DS

    Danielle

    25ft Rinker - Captained Party - Chicago

    Joe was the best. Super accommodating when we asked to move up our time due to the weather forecast and was extra communicative about what to expect when we got out on the water. The music, water toys, and his chill demeanor made my fiancé’s 30th birthday a blast. Thank you Joe!

  6. Ahmed

    Ahmed

    25ft Rinker - Captained Party - Chicago

    What can I say? Joe helped create a magical night on which I proposed to the love of my life. Out of like 20 inquires, he was the only one happily willing to help me out with a few asks. The boat was super clean and homey. He took time to capture the gorgeous city skyline and capture some of our very memorable moments. Moments we will remember forever. It was a beautiful night of fireworks. Do yourself a favor and book with Joe!