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    04/27/2024  ± 1 day

    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,241 Reviews)

    Page 2 of 12 • 266 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    UP to 20 passengers Party Boat - Chicago Playpen or River trips
    Powerboats in United States · 20 guests

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

    5.0
    Superowner
    Best of 2023
    $120person
    Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat
    Events in United States · 12 guests

    Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

    5.0
    $200hour
    70' EXCLUSIVE Motor Yacht NEW to Chicago
    Events in United States · 13 guests

    70' EXCLUSIVE Motor Yacht NEW to Chicago

    4.8
    Superowner
    $999hour
    50' Multi-level Luxury Yacht with Party up to 12
    Events in United States · 12 guests

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

    5.0
    Superowner
    Best of 2023
    $350hour
    Instant Book
    33' Formula Motor Yacht - Great for Playpen!
    Events in United States · 10 guests

    33' Formula Motor Yacht - Great for Playpen!

    5.0
    $150hour
    Calling all Aquaholics! Luxury Cruising on Lake Michigan w/ 32' Chaparral Yacht
    Powerboats in United States · 12 guests

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

    4.7
    Superowner
    $300hour
    **Affordable Luxury Chicago Boat Rentals for 12 on Lake Michigan / Playpen**
    Events in United States · 12 guests

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

    5.0
    Superowner
    Best of 2023
    $250hour
    36' Sundancer in Chicago
    Events in United States · 13 guests

    36' Sundancer in Chicago

    5.0
    $200hour
    Sea Ray 40ft - Luxurious, Spacious, Affordable
    Events in United States · 12 guests

    Sea Ray 40ft - Luxurious, Spacious, Affordable

    4.9
    $250hour
    Burnham Harbor, CAPTAIN & FUEL INCLUDED
    Events in United States · 7 guests

    Burnham Harbor, CAPTAIN & FUEL INCLUDED

    5.0
    $275-$345hour
    25ft Rinker - Captained Party - Chicago
    Powerboats in United States · 6 guests

    25ft Rinker - Captained Party - Chicago

    4.9
    Superowner
    $199hour
    37' Luxury Sailboat with Captain in Chicago, Illinois
    Sailing in United States · 10 guests

    37' Luxury Sailboat with Captain in Chicago, Illinois

    5.0
    Superowner
    $400hour
    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
    Events in United States · 10 guests

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

    4.9
    Best of 2023
    $275-$300hour
    Instant Book
    Maxum Yacht 44' in Chicago
    Events in United States · 13 guests

    Maxum Yacht 44' in Chicago

    5.0
    Superowner
    Best of 2023
    $268-$300hour
    40ft Yacht w/ Huge open seating area!
    Powerboats in United States · 12 guests

    40ft Yacht w/ Huge open seating area!

    5.0
    Superowner
    Best of 2023
    $210-$240hour
    May 18 and 19 SPECIAL!!! Book now Searay Sundancer Cruiser 36' LOA with Fuel
    Events in United States · 13 guests

    May 18 and 19 SPECIAL!!! Book now Searay Sundancer Cruiser 36' LOA with Fuel

    5.0
    $250-$300hour
    Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
    Events in United States · 12 guests

    Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

    4.9
    Superowner
    Best of 2023
    $250hour
    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois
    Events in United States · 13 guests

    Prestige Flybridge 59ft Luxury Yacht Charter in Chicago, Illinois

    5.0
    Best of 2023
    $400hour
    Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois
    Events in United States · 12 guests

    Sea Ray 38 Sundancer - Motor Yacht for Charter in Chicago, Illinois

    5.0
    Superowner
    Best of 2023
    $400hour
    Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
    Events in United States · 12 guests

    Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties

    5.0
    Best of 2023
    $400hour
    Instant Book
    42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago
    Events in United States · 11 guests

    42' Luxury Mediterranean Yacht Charter w/ Captain in Chicago

    5.0
    Superowner
    $400hour
    42FT Regal Commodore Express Cruiser
    Events in United States · 12 guests

    42FT Regal Commodore Express Cruiser

    5.0
    Superowner
    Best of 2023
    $245-$275hour
    44' Luxury Sundancer Yacht Rental! Includes Floating Island!
    Events in United States · 12 guests

    44' Luxury Sundancer Yacht Rental! Includes Floating Island!

    4.8
    Superowner
    $399hour
    50 ft Double Decker Yacht | Sea Ray Bridge Express
    Events in United States · 12 guests

    50 ft Double Decker Yacht | Sea Ray Bridge Express

    5.0
    $100person

    Chicago Reviews

    1. 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.

    2. 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!

    3. Victor

      Victor

      36' Sundancer in Chicago

      Excellent captain and very knowledgeable and friendly. We had a great time and conversed on many interesting topics related to Chicago and the lake. I definitely recommend him.

    4. Jenna

      Jenna

      50 ft Double Decker Yacht | Sea Ray Bridge Express

      Great boat with good communication. Didn't love the captain but that was separate.

    5. SA

      Suchi

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

      Celebrated my birthday on the water and watched the fireworks! A memorable trip with my friends :)

    6. SA

      Suchi

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

      Great trip and excellent service! Had such a fun time with my girlfriends on the water!

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