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    Lake Michigan, US Boat Rentals & Yacht Charters

    4.9
    (6,169 Reviews)

    Page 11 of 15 • 349 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago
    Powerboats in Chicago · 13 guests

    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

    New
    $700/hour
    32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago
    Events in Chicago · 10 guests

    32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

    5.0
    $300/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
    Sleek 51' Luxury Yacht | Parties and Events in Chicago - Fuel Included
    Events in Chicago · 12 guests

    Sleek 51' Luxury Yacht | Parties and Events in Chicago - Fuel Included

    New
    Superowner
    Best of 2026
    $338+/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
    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
    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
    40' Cruisers Yachts "Bad Boys II" Chicago, IL
    Events in Chicago · 13 guests

    40' Cruisers Yachts "Bad Boys II" Chicago, IL

    New
    $818/hour
    27' Four Winns 225 Sundowner - Lake Michigan Charter Boat Rental with Captain
    Powerboats in Chicago · 12 guests

    27' Four Winns 225 Sundowner - Lake Michigan Charter Boat Rental with Captain

    New
    $250/hour
    62' Azimut Italian Luxury Yacht for Rent (MPY#5) in Chicago, Illinois
    Events in Chicago · 13 guests

    62' Azimut Italian Luxury Yacht for Rent (MPY#5) in Chicago, Illinois

    3.0
    $1,000/hour
    Italian Luxury Azimut 63ft Yacht - 12 Guests - Chicago
    Events in Chicago · 12 guests

    Italian Luxury Azimut 63ft Yacht - 12 Guests - Chicago

    New
    $800/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
    45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL
    Events in Chicago · 13 guests

    45' Cruiser Yacht "MoEz Chilli'n" Chicago, IL

    New
    $1,089/hour
    Limited Availability
    49 Passengers 57' Power Catamaran - Perfect For Events in Chicago
    Events in Chicago · 49 guests

    49 Passengers 57' Power Catamaran - Perfect For Events in Chicago

    5.0
    Superowner
    $1,000/hour
    Catamaran Sailing Lessons Chicago
    Tours in Chicago · 6 guests

    Catamaran Sailing Lessons Chicago

    New
    $350+/hour
    Savor the natural beauty of Glen Lake with Bennington 24 SCWX Pontoon!
    Powerboats in Michigan · 11 guests

    Savor the natural beauty of Glen Lake with Bennington 24 SCWX Pontoon!

    New
    $125/hour
    eFoil Sessions in Chicagoland!
    Adventures in Gary · 6 guests

    eFoil Sessions in Chicagoland!

    New
    $250/hour
    Explore the Beautiful Water of Glen Lake with a Bennington 25RL Pontoon Boat!
    Powerboats in Michigan · 12 guests

    Explore the Beautiful Water of Glen Lake with a Bennington 25RL Pontoon Boat!

    New
    $81+/hour
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $250/hour
    Sail Lake Michigan from Racine, WI
    Sailing in Racine · 6 guests

    Sail Lake Michigan from Racine, WI

    5.0
    $75/hour
    Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan
    Events in Chicago · 12 guests

    Premium 55' Sea Ray Yacht Charter - Seakeeper Stability, Chicago Lake Michigan

    New
    $1,378/hour
    36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    36ft Luxury Silverton Motor Yacht Rental in Chicago, Illinois

    New
    $275/hour
    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests
    Events in Chicago · 13 guests

    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

    New
    $250/hour
    Instant Book

    Top Destinations Nearby

    Lake Michigan Reviews

    1. jaida

      jaida

      32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

      My friends and I had an amazing time on Vance’s boat! This is my second time renting his boat, and it’s always a pleasure. He is very responsive on the app, and created a great experience for us. He was also very understanding for a late comer in our group. Vance brought us to playpen in Chicago quickly and safely for the black charter weekend. I would highly recommend booking with Vance!

    2. BB

      Blake

      32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

      Gentleman had a well run boat

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