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    04/27/2024  ± 1 day

    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,272 Reviews)

    Page 2 of 12 • 273 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    27' Chris Craft with Water Toys plus Jet Ski Available
    Powerboats in Chicago · 6 guests

    27' Chris Craft with Water Toys plus Jet Ski Available

    5.0
    Superowner
    Best of 2023
    $230hour
    14 Passenger Captained Party & Event Boat in Chicago, Illinois!
    Powerboats in Chicago · 14 guests

    14 Passenger Captained Party & Event Boat in Chicago, Illinois!

    5.0
    Superowner
    Best of 2023
    $600hour
    35' Sea Ray SLX Motor Yacht Charter in Chicago
    Events in Chicago · 13 guests

    35' Sea Ray SLX Motor Yacht Charter in Chicago

    5.0
    Superowner
    Best of 2023
    $269hour
    Instant Book
    Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht
    Powerboats in Chicago · 12 guests

    Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht

    4.7
    Superowner
    $300hour
    50 ft Double Decker Yacht | Sea Ray Bridge Express
    Events in Chicago · 12 guests

    50 ft Double Decker Yacht | Sea Ray Bridge Express

    5.0
    $100person
    UP to 20 passengers Party Boat - Chicago Playpen or River trips
    Powerboats in Chicago · 20 guests

    UP to 20 passengers Party Boat - Chicago Playpen or River trips

    5.0
    Superowner
    Best of 2023
    $120person
    $250/Hour Daily on a 40' Cruiser Luxury Yacht
    Powerboats in Chicago · 12 guests

    $250/Hour Daily on a 40' Cruiser Luxury Yacht

    5.0
    $250-$350hour
    Beautiful Boat 36' Sundancer in Chicago
    Events in Chicago · 13 guests

    Beautiful Boat 36' Sundancer in Chicago

    5.0
    $250hour
    50' Multi-level Luxury Yacht with Party up to 12
    Events in Chicago · 12 guests

    50' Multi-level Luxury Yacht with Party up to 12

    5.0
    Superowner
    Best of 2023
    $300-$350hour
    Instant Book
    **Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
    Events in Chicago · 12 guests

    **Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**

    5.0
    Superowner
    Best of 2023
    $250hour
    33' Formula Motor Yacht - Great for Playpen!
    Events in Chicago · 10 guests

    33' Formula Motor Yacht - Great for Playpen!

    5.0
    $150hour
    Sea Ray 40ft - Luxurious, Spacious, Affordable
    Events in Chicago · 12 guests

    Sea Ray 40ft - Luxurious, Spacious, Affordable

    4.9
    $250hour
    Luxurious 60' Yacht with Fly Bridge
    Events in Chicago · 12 guests

    Luxurious 60' Yacht with Fly Bridge

    5.0
    $450hour
    Burnham Harbor, CAPTAIN/FUEL INCLUDED
    Events in Chicago · 7 guests

    Burnham Harbor, CAPTAIN/FUEL INCLUDED

    5.0
    $235-$299hour
    40ft Formula 40 Performance Cruiser in Chicago
    Tours in Chicago · 13 guests

    40ft Formula 40 Performance Cruiser in Chicago

    5.0
    Superowner
    Best of 2023
    $349hour
    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
    $300hour
    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
    Events in Chicago · 10 guests

    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

    4.9
    Best of 2023
    $275-$300hour
    Instant Book
    25ft Rinker - Captained Party - Chicago
    Powerboats in Chicago · 6 guests

    25ft Rinker - Captained Party - Chicago

    4.9
    Superowner
    $199hour
    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
    $250hour
    42FT Regal Commodore Express Cruiser
    Events in Chicago · 12 guests

    42FT Regal Commodore Express Cruiser

    5.0
    Superowner
    Best of 2023
    $245-$275hour
    Maxum Yacht 44' in Chicago
    Events in Chicago · 13 guests

    Maxum Yacht 44' in Chicago

    5.0
    Superowner
    Best of 2023
    $268-$300hour
    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
    Events in Chicago · 13 guests

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    5.0
    Best of 2023
    $400hour
    37' Luxury Sailboat with Captain in Chicago, Illinois
    Sailing in Chicago · 10 guests

    37' Luxury Sailboat with Captain in Chicago, Illinois

    5.0
    Superowner
    $400hour
    40ft Yacht w/ Huge open seating area!
    Powerboats in Chicago · 12 guests

    40ft Yacht w/ Huge open seating area!

    5.0
    Superowner
    Best of 2023
    $210-$240hour

    Chicago Reviews

    1. JR

      James

      $250/Hour Daily on a 40' Cruiser Luxury Yacht

      This charter was amazing from the beginning to the end! Captain G responded right away & answered all my questions. The communication was great! The boat beautiful, clean & spacious. The surround sound system was the best ever! We danced and sang with Captain TJ who was so fun. Ww really appreciate Captain TJ who was available to be our captain. We'll definitely book with Captain G again! This was by far the funnest activity we did this Memorial Day weekend!

    2. AA

      Ayomide

      27' Chris Craft with Water Toys plus Jet Ski Available

      10/10 customer service! Capt. Tim was amazing! From getting us on the boat to helping us get amazing photos with the chicago skyline and the buckingham fountain in the background. We will definitely be back for the bigger boat again. Thank you!!!

    3. rm

      rachel

      27' Chris Craft with Water Toys plus Jet Ski Available

      We rode with Tim over MDW and he was seriously the best. The boat was amazing and easily fit me and my 5 friends, he was accommodating, friendly, and personable. I would chose Tim over and over!!! 1000/10 recommend!!! We had the best time 🤍🛥️

    4. Kayla

      Kayla

      50' Multi-level Luxury Yacht with Party up to 12

      After previously dealing with an unresponsive host for another listing, Edward & Team made the experience a 10/10 for us with how promptly they were able to accommodate and communicate. Communication was excellent, Captain Jim was amazing, and the boat was absolutely stunning. We had such an amazing time, and will definitely be renting this boat again in the future.

    5. EM

      Elia

      $250/Hour Daily on a 40' Cruiser Luxury Yacht

      Great people,willing to help in anyway,whether you want to change time,they are such great people to work with.I enjoyed the ride very much

    6. Anthony

      Anthony

      Maxum Yacht 44' in Chicago

      Chris and Captain Kelly were great all around from initial booking, communication leading up to the trip, and of course the trip itself. Highly recommended for any trips in the Chicago area!

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