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    Lake Michigan, US Boat Rentals & Yacht Charters

    4.9
    (6,643 Reviews)

    Page 12 of 15 • 353 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    40' Cruisers Yachts "Bad Boys II" for rent in Chicago
    Events in Chicago · 13 guests

    40' Cruisers Yachts "Bad Boys II" for rent in Chicago

    New
    $818/hour
    High Demand
    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
    Events in Chicago · 13 guests

    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

    5.0
    $225+/hour
    Limited Availability
    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois

    5.0
    $225/hour
    Limited Availability
    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev
    Events in Chicago · 13 guests

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

    5.0
    Superowner
    Best of 2026
    $300/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
    38ft Lagoon Catamaran Sailing Lessons in Chicago
    Tours in Chicago · 6 guests

    38ft Lagoon Catamaran Sailing Lessons in Chicago

    New
    $350+/hour
    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests
    Events in Chicago · 13 guests

    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests

    3.0
    $1,000/hour
    Limited Availability
    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun
    Events in Chicago · 12 guests

    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun

    New
    $275/hour
    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)

    New
    $300/hour
    28ft Wellcraft Suncruiser 288 Yacht for City Scape or Fishing Expo in Chicago
    Powerboats in Chicago · 6 guests

    28ft Wellcraft Suncruiser 288 Yacht for City Scape or Fishing Expo in Chicago

    1.0
    $250+/hour
    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
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    New
    $245/hour
    Limited Availability
    65' Sunseeker Manhattan Flybridge Charter on Lake Michigan, Chicago
    Events in Chicago · 13 guests

    65' Sunseeker Manhattan Flybridge Charter on Lake Michigan, Chicago

    New
    $400/hour
    Limited Availability
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    5.0
    $300+/hour
    eFoil Sessions in Chicagoland!
    Adventures in Gary · 6 guests

    eFoil Sessions in Chicagoland!

    New
    $250/hour
    Limited Availability
    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

    5.0
    $700/hour
    Limited Availability
    SeaDoo GTR 230 and RXT-X 300 Jet Ski Adventures on Lake Michigan
    Water Sports in Chicago · 3 guests

    SeaDoo GTR 230 and RXT-X 300 Jet Ski Adventures on Lake Michigan

    5.0
    $100+/hour
    Limited Availability
    37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included
    Events in Chicago · 12 guests

    37ft Cruiser Express Motor Yacht Charter Chicago Plus Jet Ski Included

    5.0
    $350/hour
    Limited Availability
    Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included
    Events in Chicago · 12 guests

    Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included

    3.6
    $150/hour
    Limited Availability
    Stunning 105ft Denison Party Yacht in Chicago
    Events in Chicago · 30 guests

    Stunning 105ft Denison Party Yacht in Chicago

    4.7
    $1,450+/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
    $1,404/hour
    Limited Availability
    Stunning 51' Sea Ray Sundancer with USCG Captain in Chicago
    Events in Chicago · 12 guests

    Stunning 51' Sea Ray Sundancer with USCG Captain in Chicago

    New
    Superowner
    Best of 2026
    $450/hour
    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style
    Events in Chicago · 13 guests

    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

    5.0
    $950/hour

    Top Destinations Nearby

    Lake Michigan Reviews

    1. MO

      Myka

      Diversey Harbor - 42' Sea Ray Sundancer Luxury Motor Yacht - Fuel Included

      I had a great experience with lake shore boat charters. Paul was very responsive and my friends and i had a great time on the water celebrating my birthday

    2. Alex

      Alex

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Amazing vessel, excellent show up and boat day. Cap was excellent and the boat was amazing. Won’t ever doubt J. Book it.

    3. CB

      Carol

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      It was a great time!!! Everything was amazing, the captian was the best!!! Thanks for an awesome experience.

    4. NM

      Nick

      Spectacular 55ft Sea Ray 520 Fly Motor Yacht In Chicago

      Doug and his crew are amazing. We had an awesome day on the water! Thanks again

    5. AP

      Alysha

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Had an amazing and smooth experience with Jason and our captain! Everything on the listing was accurate and communication was clear.

    6. HH

      Halle

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Jason was awesome! Had so much fun, will definitely be booking again!

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