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    Browse Illinois Boat Rentals.

    4.9
    (5,300 Reviews)

    Page 11 of 12 • 272 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Luxury 33' Sea Ray Yacht Rental in Chicago
    Events in Chicago · 10 guests

    Luxury 33' Sea Ray Yacht Rental in Chicago

    New
    $250/hour
    Classic 43ft Hatteras w/Captain Included in Hourly Rate (Chicago)
    Events in Chicago · 6 guests

    Classic 43ft Hatteras w/Captain Included in Hourly Rate (Chicago)

    New
    $300+/hour
    Private 44' Yacht - Free Champagne, Free Fuel, Free Floating Island
    Events in Chicago · 12 guests

    Private 44' Yacht - Free Champagne, Free Fuel, Free Floating Island

    New
    $375/hour
    Instant Book
    High Performance Luxury Fountain 43 Center Console
    Powerboats in Chicago · 12 guests

    High Performance Luxury Fountain 43 Center Console

    New
    $775+/hour
    Beautiful Deck Boat with captain on Lake Zurich
    Powerboats in Lake Zurich · 6 guests

    Beautiful Deck Boat with captain on Lake Zurich

    New
    $185/hour
    Willard Marine SeaForce!! Former Military Adventure Boat!
    Powerboats in Chicago · 6 guests

    Willard Marine SeaForce!! Former Military Adventure Boat!

    New
    $270/hour
    31ft Cabin Cruiser Belmont Harbor location
    Events in Chicago · 6 guests

    31ft Cabin Cruiser Belmont Harbor location

    New
    $300/hour
    Instant Book
    Chicago Water Music on the Chicago River Scenic River cruises with live music
    Powerboats in Chicago · 19 guests

    Chicago Water Music on the Chicago River Scenic River cruises with live music

    New
    $800+/hour
    Instant Book
    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport
    Events in Chicago · 12 guests

    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport

    New
    $300/hour
    Instant Book
    Awesome Experience on 35ft Monterey Boat
    Events in Chicago · 12 guests

    Awesome Experience on 35ft Monterey Boat

    New
    $250/hour
    Explore the Coast on the 27’ Bayliner Ciera Sunbridge
    Powerboats in Waukegan · 4 guests

    Explore the Coast on the 27’ Bayliner Ciera Sunbridge

    New
    $350/hour
    63' Luxury Yacht - Classic Chris Craft with Exquisite Style
    Events in Chicago · 13 guests

    63' Luxury Yacht - Classic Chris Craft with Exquisite Style

    New
    $950/hour
    New listing 40' Regal luxury Yacht
    Events in Chicago · 12 guests

    New listing 40' Regal luxury Yacht

    New
    $400/hour
    27 Sea Ray Sundancer playpen and river, and fireworks cruises.
    Events in Chicago · 8 guests

    27 Sea Ray Sundancer playpen and river, and fireworks cruises.

    5.0
    $180/hour
    52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!
    Events in Chicago · 12 guests

    52’ Beautiful Sunseeker Portofino Pristine Condition Weekday Special Rates!!

    5.0
    Superowner
    Snoozed - Active 02 Nov 2025
    24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches
    Powerboats in Chicago · 5 guests

    24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches

    5.0
    Snoozed - Active 18 Aug 2025
    Sea Ray Express 390 Luxury Charter in Chicago, Illinois
    Events in Chicago · 12 guests

    Sea Ray Express 390 Luxury Charter in Chicago, Illinois

    5.0
    Snoozed - Active 02 Aug 2025
    36ft Carver Mariner Motor Yacht in Chicago
    Events in Chicago · 12 guests

    36ft Carver Mariner Motor Yacht in Chicago

    4.9
    Snoozed - Active 18 Aug 2025
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
    Events in Chicago · 5 guests

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    5.0
    Superowner
    Snoozed - Active 14 Jul 2025
    Explore Sunset or Day Cruise on the Mississippi River!
    Powerboats in Portage Des Sioux · 4 guests

    Explore Sunset or Day Cruise on the Mississippi River!

    5.0
    Snoozed - Active 03 Apr 2026
    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
    Snoozed - Active 02 Aug 2025
    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
    Explore the Mississippi River aboard our Vintage Cabin Cruiser!
    Tours in Portage Des Sioux · 6 guests

    Explore the Mississippi River aboard our Vintage Cabin Cruiser!

    4.3
    Snoozed - Active 03 Apr 2026
    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 12 guests

    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois

    5.0
    Snoozed - Active 03 Aug 2025

    Top Destinations Nearby

    Illinois Reviews

    1. DD

      Dennis

      24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches

      I chartered Bill to take me to several off shore lighthouses. It was a great experience! Bill was very accommodating and he got me right where I wanted to be! I highly recommend him, and will definitely charter with him again!

    2. EC

      Erin

      24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches

      Bill was great! He picked us up on time & was flexible with what we wanted to during the day. The boat was clean and everything we needed was met. We had a wonderful time.

    3. ma

      marbella

      Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

      Intelligent, personable, and safety expert captain! Would book again. Highly recommendable experiences. Thanks, Captain Bob!

    4. Arti

      Arti

      36ft Carver Mariner Motor Yacht in Chicago

      London was a great captain! He had a cool floaty that was really nice in the playpen. Our entire group had tons of fun!

    5. GB

      Gloria

      24’ Robalo CC Lake Michigan charters. Downtown Chicago to the Indiana beaches

      Bill was excellent and catered to our every need. Would not hesitate to book again.

    6. DC

      Destinee

      27 Sea Ray Sundancer playpen and river, and fireworks cruises.

      Absolutely obsessed! Made my graduation celebration amazing. Boat was just as described, William and our captain were so attentive. My friends and I had an absolute blast!

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