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Browse Lake Michigan Boat Rentals

Page 5 of 15349 listings

FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings
Powerboats in Milwaukee · 6 guests

FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings

5.0
Superowner
$150hour
Amazing Party Trips on 34ft Cruiser in Chicago
Events in Chicago · 16 guests

Amazing Party Trips on 34ft Cruiser in Chicago

4.9
Superowner
$433hour
Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!
Events in Chicago · 12 guests

Enjoy Chicago in this 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

4.8
Best of 2023
$400hour
Instant Book
Cobalt 240 Bowrider for rent in New Buffalo (Captain Included!)
Powerboats in New Buffalo · 6 guests

Cobalt 240 Bowrider for rent in New Buffalo (Captain Included!)

5.0
$200hour
New Luxury Fjord 44 FT
Powerboats in Chicago · 12 guests

New Luxury Fjord 44 FT

New
$350hour
Luxury 33' Sea Ray - Come Charter & See Chicago!
Events in Chicago · 8 guests

Luxury 33' Sea Ray - Come Charter & See Chicago!

5.0
$250hour
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
Snoozed - Active 03 May 2024
38’ Carver Santego Motor Yacht in Chicago
Powerboats in Chicago · 12 guests

38’ Carver Santego Motor Yacht in Chicago

5.0
$300hour
51' Sea Ray for 12 Passengers in Chicago, IL
Events in Chicago · 12 guests

51' Sea Ray for 12 Passengers in Chicago, IL

4.9
Superowner
Best of 2023
$350hour
Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser
Events in Chicago · 12 guests

Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser

5.0
Superowner
$250hour
Set Sail with 36' Sailing Boat in Downtown, Chicago
Sailing in Chicago · 6 guests

Set Sail with 36' Sailing Boat in Downtown, Chicago

5.0
Superowner
$225hour
Luxury 54 Foot Sea Ray Sundancer Yacht for Charter
Events in Chicago · 12 guests

Luxury 54 Foot Sea Ray Sundancer Yacht for Charter

5.0
$500hour
SEPTEMBER SPECIALS! Cruise or Party Chi-Town in Comfort & Style
Powerboats in Chicago · 10 guests

SEPTEMBER SPECIALS! Cruise or Party Chi-Town in Comfort & Style

New
$200hour
Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois
Powerboats in Chicago · 8 guests

Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois

5.0
$250hour
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
Best of 2023
$1,500hour
Beautiful Sea Ray Motor Yacht Ready for Rent in Chicago, Illinois
Events in Chicago · 6 guests

Beautiful Sea Ray Motor Yacht Ready for Rent in Chicago, Illinois

5.0
$400hour
Charter a 31' Pearson Cruising Sloop, Chicago
Sailing in Chicago · 6 guests

Charter a 31' Pearson Cruising Sloop, Chicago

4.5
Superowner
$200hour
22ft Bennington Tritoon for 14 pax on Glen Lake! Free delivery!
Powerboats in Michigan · 14 guests

22ft Bennington Tritoon for 14 pax on Glen Lake! Free delivery!

New
$113hour
Luxury Pontoon Boat Ride Along the Milwaukee River
Powerboats in Milwaukee · 10 guests

Luxury Pontoon Boat Ride Along the Milwaukee River

5.0
$150hour
55' Carver Yacht-12 Passengers* Chicago Vibes
Events in Chicago · 12 guests

55' Carver Yacht-12 Passengers* Chicago Vibes

4.8
Superowner
Best of 2023
$350hour
37' Carver in Chicago
Events in Chicago · 6 guests

37' Carver in Chicago

5.0
$275hour
50' Sea Ray Sundancer Motor Yacht in Chicago, IL - Best Value! (MPY#2)
Events in Chicago · 12 guests

50' Sea Ray Sundancer Motor Yacht in Chicago, IL - Best Value! (MPY#2)

4.7
Superowner
$350hour
41' Morgan Classic Sloop in Muskegon, Michigan!!! Min $135 pp 2 persons
Sailing in Muskegon · 6 guests

41' Morgan Classic Sloop in Muskegon, Michigan!!! Min $135 pp 2 persons

5.0
$89person
LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)
Events in Chicago · 12 guests

LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)

5.0
Superowner
Best of 2023
$199hour

Lake Michigan Reviews

  1. BK

    Benjamin

    Set Sail with 36' Sailing Boat in Downtown, Chicago

    Ray gives the ultimate trip, perfectly followed our vibe. The boat was beautiful. It was perfect! Can't recommend highly enough!

  2. ZZ

    Zachary

    FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings

    This was a fantastic experience. Cory was awesome. He was safe, fun, and very adaptable to what we wanted. Having never been to Milwaukee before, he even gave us a bit of history and a tour. We highly recommend and would do this again! We will be back.

  3. NS

    Neal

    FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings

    Coran and Corey were awesome! Coran helped us get booked while being extremely responsive, and Corey captained the boat for us. Everything was on time and ready to go. We did not have much of a plan, but Corey knew exactly where to take us based off a quick convo. Great music and conversation, plus an incredible boat! Will definitely be booking again, and maybe even give the pontoon a try! Thanks for making our anniversary celebration a blast!

  4. Cara

    Cara

    FourWinns Luxury Speed Boat available for Events, Date Nights and Family Outings

    Coran was a great captain! He was flexible and accommodating in scheduling. Once we got there he was a great captain, his boat was organized, clean and looked beautiful! Our group had a lot of fun on his boat, where he made us feel comfortable and able to have a really good time. I would definitely recommend Coran for anyone looking for a great boating experience!

  5. OW

    Owen

    Amazing Party Trips on 34ft Cruiser in Chicago

    Very friendly captain and crew. The communication was great too. The overall experience was very fun! The captain was very professional and experienced. The vessel was a bit old in terms of design, which did not stop us from having fun, but just in case someone was expecting something fancy.

  6. ML

    Magda

    Amazing Party Trips on 34ft Cruiser in Chicago

    Our group of 16 had a great time on the boat! There is space for a few people to sit on the upper deck/crow's nest of the boat so with that the boat felt spacious for all of us. We rented a floaties (inner tubes) from Captain Al which were great and the bluetooth speaker was amazing and could get so loud!