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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,996 Reviews)

    Page 10 of 12 • 271 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    40ft Carver Mariner Motor Yacht Charter in Chicago
    Events in Chicago · 13 guests

    40ft Carver Mariner Motor Yacht Charter in Chicago

    New
    $745/hour
    Sleek 51' Luxury Motor Yacht | Parties and Events in Chicago - Fuel Included
    Events in Chicago · 12 guests

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

    New
    Superowner
    Best of 2026
    $240/hour
    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise
    Events in Chicago · 12 guests

    2023 Rio Sport Coupe Motor Yacht Charter Chicago Luxury Cruise

    New
    $450/hour
    Captained 31ft Sports Craft Boat With All the Amenities Down Below
    Events in Chicago · 6 guests

    Captained 31ft Sports Craft Boat With All the Amenities Down Below

    New
    Superowner
    $225/hour
    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago
    Events in Chicago · 12 guests

    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago

    New
    $275/hour
    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests
    Events in Chicago · 12 guests

    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

    5.0
    $350/hour
    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL
    Events in Chicago · 13 guests

    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL

    New
    $772/hour
    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina
    Events in Chicago · 6 guests

    Beautiful 37’ Sea Ray Sundancer Motor Yacht Out of Navy Pier Marina

    New
    $350+/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
    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
    38ft Lagoon Catamaran Sailing Lessons in Chicago
    Tours in Chicago · 6 guests

    38ft Lagoon Catamaran Sailing Lessons in Chicago

    New
    $350+/hour
    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
    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
    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
    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
    Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago
    Events in Chicago · 12 guests

    Your Private 50ft Sea Ray Luxury Yacht Escape in Chicago

    New
    $650+/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
    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
    Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests
    Events in Chicago · 10 guests

    Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests

    New
    $200/hour
    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!
    Events in Chicago · 12 guests

    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!

    New
    Superowner
    $400/hour
    SOULSHINE ☀️ Chicago's 42' Sea Ray Sundancer | Skyline, Sunset Cruises
    Events in Chicago · 12 guests

    SOULSHINE ☀️ Chicago's 42' Sea Ray Sundancer | Skyline, Sunset Cruises

    New
    $400/hour
    Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included
    Powerboats in Chicago · 6 guests

    Polynesian Party Boat for up to 6 people, Captain and Beverage Credit included

    New
    $250/hour
    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises
    Events in Chicago · 12 guests

    Chicago Luxury 37ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises

    New
    $250/hour
    Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago
    Events in Chicago · 12 guests

    Beautiful Sea Ray 390 Express Cruiser Yacht for 12 Guests in Chicago

    New
    $250/hour

    Top Destinations Nearby

    Chicago Reviews

    1. Olivia

      Olivia

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

      Great coordination ahead of time, super convenient to board from the river, beautifully kept vintage boat!

    2. WW

      William

      Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

      Great host with great communication, boat was clean and felt very safe

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