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Browse Lake Michigan Boat Rentals

Page 3 of 12273 listings

44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 13 guests

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

4.9
Superowner
$349/hour
36ft Carver Mariner Motor Yacht in Chicago
Events in Chicago · 12 guests

36ft Carver Mariner Motor Yacht in Chicago

4.8
$350/hour
Instant Book
46' Spacious Portofino Party Yacht in Chicago For Every Occasion
Events in Chicago · 12 guests

46' Spacious Portofino Party Yacht in Chicago For Every Occasion

4.6
$250/hour
Instant Book
Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

5.0
Superowner
Best of 2025
$210/hour
Burnham Harbor, CAPTAIN/FUEL INCLUDED
Events in Chicago · 7 guests

Burnham Harbor, CAPTAIN/FUEL INCLUDED

5.0
$250+/hour
Double Decker 50ft Sea Ray Flybridge Yacht!
Events in Chicago · 13 guests

Double Decker 50ft Sea Ray Flybridge Yacht!

5.0
Superowner
Best of 2025
$292/hour
Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.
Powerboats in Chicago · 6 guests

Cpt included. A perfect blend of comfort and adventure aboard Sea Ray Sundancer.

5.0
$225+/hour
Diversey Harbor Relax and Enjoy on this 52ft Yacht
Powerboats in Chicago · 12 guests

Diversey Harbor Relax and Enjoy on this 52ft Yacht

5.0
Superowner
Best of 2025
$225/hour
Instant Book
7 to 13 passenger Lake Michigan Sailing Charter
Sailing in Chicago · 13 guests

7 to 13 passenger Lake Michigan Sailing Charter

5.0
$550/hour
NEW!!! 35' Luxury Motor Yacht with 4’ swim platform
Events in Chicago · 12 guests

NEW!!! 35' Luxury Motor Yacht with 4’ swim platform

4.7
$180+/hour
*** $200 to $225 hr***Weekend Charter Rental - 33' Maxum!
Events in Chicago · 8 guests

*** $200 to $225 hr***Weekend Charter Rental - 33' Maxum!

4.9
$175/hour
Gorgeous Sea Ray Sundancer 40ft in Chicago with Stunning Interior
Events in Chicago · 13 guests

Gorgeous Sea Ray Sundancer 40ft in Chicago with Stunning Interior

5.0
Superowner
Best of 2025
$245/hour
Charter a 39' Luxury SeaRay Sundancer 390 for 11 guests - 3 Boats Available!
Events in Chicago · 11 guests

Charter a 39' Luxury SeaRay Sundancer 390 for 11 guests - 3 Boats Available!

5.0
$350/hour
Sail & Swim from a Luxury Sailing Yacht
Sailing in Chicago · 7 guests

Sail & Swim from a Luxury Sailing Yacht

5.0
Superowner
$150/hour
SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

5.0
$200/hour
Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago
Events in Chicago · 20 guests

Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago

4.8
$1,500/hour
Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!
Events in Chicago · 12 guests

Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!

4.9
$250/hour
53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois
Events in Chicago · 12 guests

53' Luxury Yacht w/Flybridge and Sundeck Rental in Chicago, Illinois

5.0
Superowner
$375/hour
Instant Book
38-ft Party Pontoon for Up to 20 Guests in Chicago
Powerboats in Chicago · 20 guests

38-ft Party Pontoon for Up to 20 Guests in Chicago

5.0
Superowner
Best of 2025
$700/hour
42' Luxury Mediterranean Yacht - 3 Boats Available!
Events in Chicago · 12 guests

42' Luxury Mediterranean Yacht - 3 Boats Available!

5.0
$350/hour
Instant Book
39' Sea Ray Sundancer - Motor Yacht for Charter in Chicago, Illinois
Events in Chicago · 12 guests

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

5.0
Superowner
$325/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
Luxury Pontoon Boat Ride Along the Milwaukee River
Powerboats in Milwaukee · 10 guests

Luxury Pontoon Boat Ride Along the Milwaukee River

5.0
$150/hour
Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
Events in Chicago · 13 guests

Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

4.9
$250/hour

Lake Michigan Reviews

  1. JS

    Jessica

    46' Spacious Portofino Party Yacht in Chicago For Every Occasion

    We had such a great time! Kyle was great to work with and very responsive making the whole process easy. Captain G was awesome as well and really helped make the experience fun and smooth. We’ll definitely be booking the boat again! Highly recommend!

  2. DV

    Danielle

    Sail & Swim from a Luxury Sailing Yacht

    We had a great experience with Captain Greg. The boat was very nice and clean, and we had a great sunset sail! Our kids loved their first sailing experience. Captain Greg even taught my 9 year old how to steer and let all 3 kiddos help with hoisting the sails. Couldn’t have asked for a better night in Chicago!

  3. MA

    Madhura

    Diversey Harbor Relax and Enjoy on this 52ft Yacht

    Kevin was very responsive and helpful. The 52' sea ray was in great condition and we had a lot of fun! Thanks to the captain as well!

  4. KM

    Kennedy

    Captained Charter on 60ft Martini Sea Ray Luxury Motor Yacht in Chicago

    The boat was amazing and so were the captain and the other crew member! We had the best time

  5. CC

    Colin

    Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

    Amazing experience from start to finish. Group of 12 had an amazing time. Highly recommend and will definitely be booking again.

  6. AV

    Alex

    SeaRay Sundancer 35' Motor Yacht Rental in Chicago, Illinois

    The boat and reservation were exactly as listed. Very communicative and helpful, and the recommended captain was very courteous