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    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (5,720 Reviews)

    Page 10 of 12 • 282 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
    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
    Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago
    Events in Chicago · 12 guests

    Italian Luxury Azimut 63ft Yacht Charter for 12 Guests in Chicago

    New
    $800/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
    38ft Lagoon Catamaran Sailing Lessons in Chicago
    Tours in Chicago · 6 guests

    38ft Lagoon Catamaran Sailing Lessons in Chicago

    New
    $350+/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
    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
    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
    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
    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests
    Events in Chicago · 12 guests

    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests

    New
    Superowner
    Best of 2026
    $160+/hour
    Instant Book
    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
    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!
    Events in Chicago · 12 guests

    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

    New
    $278/hour
    Chicago's Newest 40ft Sea Ray Sundancer Luxury Motor Yacht
    Events in Chicago · 13 guests

    Chicago's Newest 40ft Sea Ray Sundancer Luxury Motor Yacht

    New
    $250/hour
    Instant Book
    40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)
    Events in Chicago · 12 guests

    40ft Regal Luxury Motor Yacht For 12 People in Chicago (discounted weekday)

    New
    $275/hour
    Chicago Luxury 32ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises
    Events in Chicago · 12 guests

    Chicago Luxury 32ft Chris-Craft Yacht | 12 Guests | Playpen and River Cruises

    New
    $250/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
    $250/hour
    See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht
    Events in Chicago · 12 guests

    See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht

    New
    $275/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
    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events
    Events in Chicago · 49 guests

    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

    5.0
    Superowner
    $1,350/hour
    Polynesian Party Boat for up to 6 people, Captain and Drink Package included!
    Powerboats in Chicago · 6 guests

    Polynesian Party Boat for up to 6 people, Captain and Drink Package included!

    New
    $250/hour
    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago
    Events in Chicago · 12 guests

    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago

    New
    $300/hour
    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family
    Events in Chicago · 12 guests

    Chicago's 43' Tiara Luxury Getaway on Lake Michigan for Groups & Family

    New
    $605/hour
    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois

    New
    $350/hour
    Cruise Chicago in Style! Book this Sea Ray 240 Sundeck Boat Rental
    Powerboats in Chicago · 10 guests

    Cruise Chicago in Style! Book this Sea Ray 240 Sundeck Boat Rental

    1.0
    $225/hour

    Top Destinations Nearby

    Chicago Reviews

    1. SG

      Sara

      72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

      Amazing experience! We hosted clients for an appreciation event on the lake and it was amazing. Captain Rich and crew were so wonderful to work with and ensured we had a great time.

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