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    Browse Lake Michigan Boat Rentals

    4.9
    (4,608 Reviews)

    Page 5 of 15 • 341 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Chicago summer in style - 33' Monterey 302 for Charter on Lake Michigan!
    Powerboats in Chicago · 12 guests

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

    4.8
    Superowner
    $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
    NEW!!! 35' Luxury Motor Yacht with 4’ swim platform in Chicago
    Events in Chicago · 12 guests

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

    5.0
    $180-$270hour
    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
    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
    38’ Carver Santego Motor Yacht in Chicago
    Powerboats in Chicago · 12 guests

    38’ Carver Santego Motor Yacht in Chicago

    5.0
    $375hour
    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
    41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois
    Events in Chicago · 12 guests

    41ft ''Formula 41 PC'' Motor Yacht Chicago, Illinois

    5.0
    $325hour
    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 33' Sea Ray - Come Charter & See Chicago!
    Events in Chicago · 8 guests

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

    5.0
    $267hour
    LUXURY - Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!
    Powerboats in Chicago · 12 guests

    LUXURY - Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!

    5.0
    Superowner
    $400hour
    Book a Private Charter to cruise on Lake Kalamazoo with a U.S.C.G Master Captain
    Powerboats in Saugatuck · 25 guests

    Book a Private Charter to cruise on Lake Kalamazoo with a U.S.C.G Master Captain

    5.0
    $300hour
    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
    54' Luxury Yacht Rental/Party Boat
    Events in Chicago · 12 guests

    54' Luxury Yacht Rental/Party Boat

    5.0
    $350hour
    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
    Luxury Pontoon Boat Ride Along the Milwaukee River
    Powerboats in Milwaukee · 10 guests

    Luxury Pontoon Boat Ride Along the Milwaukee River

    5.0
    $150hour
    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
    *GORGEOUS* 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing
    Events in Chicago · 12 guests

    *GORGEOUS* 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing

    5.0
    $600hour
    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
    Spacious 13 guest 50’ w/swim platform Cruisers Yacht for rent @ 31st Harbor
    Events in Chicago · 13 guests

    Spacious 13 guest 50’ w/swim platform Cruisers Yacht for rent @ 31st Harbor

    5.0
    $500-$600hour
    YOUR CAPTAIN IS INCLUDED FOR FREE ABOARD JUST RIGHT BOAT CHARTERS...BOOK NOW!!
    Events in Chicago · 6 guests

    YOUR CAPTAIN IS INCLUDED FOR FREE ABOARD JUST RIGHT BOAT CHARTERS...BOOK NOW!!

    5.0
    $285-$325hour
    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
    44ft of Luxury Yachting! Ask About Pre-Boating Season Discounts!!
    Events in Chicago · 12 guests

    44ft of Luxury Yachting! Ask About Pre-Boating Season Discounts!!

    5.0
    $300hour

    Lake Michigan Reviews

    1. HW

      Hector

      Set Sail with 36' Sailing Boat in Downtown, Chicago

      Very professional and yet easygoing captain. Boat was very nice - in excellent shape and well maintained. Highly recommend! We will be back again.

    2. AT

      Atheris

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

      Alonzo and Crew was Amazing! me and my friends had a great time celebrating my best friend bachelorette weekend!! Capt Mike was Awesome as well.. he’s definitely a vibe! The whole ride was a VIBE.. BOOK!! Communication and everything was great from Alonzo and the capt!

    3. WR

      Willis

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

      Alonzo and team were great. Extremely communicative and support for assisting our booking, with no surprises from the listing. We had to pivot last second from a different booking outside of Alonzo’s fleet as our initial Captain and boat became unavailable. He was great at still making sure we got out on the water with one of his boats. 10/10 would definitely book again.

    4. KW

      Kendra

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

      Dave was on top of our rental! Very quick to communicate and answer any questions. Dave met us before and after the boat ride, would highly recommend Dave for any crew wanting a nice boat for a good time! Location was key as well, very easy to get to!

    5. 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.

    6. 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!

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