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    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (5,811 Reviews)

    Page 12 of 12 • 273 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays
    Events in Chicago · 12 guests

    Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays

    5.0
    Snoozed - Active 27 Sep 2025
    A Unique Experience With Our Sea Ray 330 Sundancer
    Powerboats in Chicago · 7 guests

    A Unique Experience With Our Sea Ray 330 Sundancer

    5.0
    Snoozed - Active 03 Apr 2026
    Brand New 35' Sportsman located in River North, Chicago
    Powerboats in Chicago · 12 guests

    Brand New 35' Sportsman located in River North, Chicago

    New
    Snoozed - Active 02 Nov 2025
    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun
    Powerboats in Hammond · 10 guests

    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun

    New
    Snoozed - Active 02 Nov 2025
    Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable
    Events in Chicago · 8 guests

    Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable

    New
    Snoozed - Active 02 Oct 2025
    Flawless 2024 68' Sunseeker Manhattan
    Events in Chicago · 12 guests

    Flawless 2024 68' Sunseeker Manhattan

    New
    Snoozed - Active 02 Jan 2026
    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
    Events in Chicago · 12 guests

    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

    New
    Snoozed - Active 02 Nov 2025
    Azimut 62s Motor Yacht In Chicago, Illinois
    Events in Chicago · 12 guests

    Azimut 62s Motor Yacht In Chicago, Illinois

    New
    Snoozed - Active 02 Jan 2026
    SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois

    New
    Snoozed - Active 02 Jan 2026

    Top Destinations Nearby

    Chicago Reviews

    1. SD

      Sanam

      A Unique Experience With Our Sea Ray 330 Sundancer

      We had a great time on Captain Vincent’s boat! Will definitely rent again!

    2. AV

      Alex

      Spacious Crusing Yacht 40' on the Chicago Lakefront $275.00 per Hour Weekdays

      Great booking experience. The captain was very kind and accommodating. Itinerary allows you to build your own adventure. Would definitely recommend

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