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    04/20/2024  ± 1 day

    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (4,238 Reviews)

    Page 2 of 12 • 266 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
    Events in United States · 13 guests

    Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago

    5.0
    Superowner
    $275hour
    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
    36' Sundancer in Chicago
    Events in United States · 13 guests

    36' Sundancer in Chicago

    5.0
    $240-$250hour
    **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
    33' Formula Motor Yacht - Great for Playpen!
    Events in United States · 10 guests

    33' Formula Motor Yacht - Great for Playpen!

    5.0
    $150hour
    Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED
    Events in United States · 7 guests

    Beautiful Burnham Harbor, CAPTAIN & FUEL INCLUDED

    5.0
    $285-$350hour
    70' EXCLUSIVE Motor Yacht NEW to Chicago
    Events in United States · 13 guests

    70' EXCLUSIVE Motor Yacht NEW to Chicago

    4.8
    Superowner
    $999hour
    Sea Ray 40ft - Luxurious, Spacious, Affordable
    Events in United States · 12 guests

    Sea Ray 40ft - Luxurious, Spacious, Affordable

    4.9
    $250hour
    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
    25ft Rinker - Captained Party - Chicago
    Powerboats in United States · 6 guests

    25ft Rinker - Captained Party - Chicago

    4.9
    Superowner
    $199hour
    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
    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
    Sea Ray Express 390 Luxury Charter in Chicago, Illinois
    Events in United States · 12 guests

    Sea Ray Express 390 Luxury Charter in Chicago, Illinois

    5.0
    $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
    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
    Maxum Yacht 44' in Chicago
    Events in United States · 13 guests

    Maxum Yacht 44' in Chicago

    5.0
    Superowner
    Best of 2023
    $268-$300hour
    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
    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
    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
    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
    Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior
    Events in United States · 12 guests

    Gorgeous Sea Ray Sundancer 40 in Chicago with Stunning Interior

    5.0
    Superowner
    Best of 2023
    $245-$275hour
    42FT Regal Commodore Express Cruiser
    Events in United States · 12 guests

    42FT Regal Commodore Express Cruiser

    5.0
    Superowner
    Best of 2023
    $245-$275hour
    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

    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. 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 :)

    5. 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!

    6. Kayla

      Kayla

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

      Will definitely be booking again! I celebrated my 24th birthday with some friends and it was an amazing experience. The owner responded quickly and answered ALL questions. The price was great for 4 hours on a BEAUTIFUL day and the Debonair was exactly as pictured! Captain Jim was amazing! We enjoyed talking and learning from him! Do not hesitate to book!!

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