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    10/05/2024  ± 1 day

    Rent a Boat or Yacht in Chicago, Illinois

    4.9
    (5,000 Reviews)

    Page 1 of 11 • 257 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!
    Powerboats in Chicago · 12 guests

    Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

    5.0
    $175/hour
    Luxury 31ft Bayliner 3055 Ciera for your Playpen Party
    Events in Chicago · 8 guests

    Luxury 31ft Bayliner 3055 Ciera for your Playpen Party

    5.0
    $195/hour
    Stunning 45’ Sea Ray Yacht
    Events in Chicago · 12 guests

    Stunning 45’ Sea Ray Yacht

    5.0
    $300/hour
    25.5 ft. Chaparral SSX257 Luxury Vessel
    Powerboats in Chicago · 10 guests

    25.5 ft. Chaparral SSX257 Luxury Vessel

    5.0
    $200/hour
    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
    $175/hour
    27' Maxum 2400 Motor Yacht Rental in Chicago
    Powerboats in Chicago · 8 guests

    27' Maxum 2400 Motor Yacht Rental in Chicago

    4.3
    $200/hour
    *Embark on a Luxury Lake Michigan Adventure: Rent Our Stunning 2006 Rinker Fiest
    Powerboats in Chicago · 8 guests

    *Embark on a Luxury Lake Michigan Adventure: Rent Our Stunning 2006 Rinker Fiest

    5.0
    $225/hour
    Double Decker 50FT Sea Ray Flybridge Yacht!
    Events in Chicago · 13 guests

    Double Decker 50FT Sea Ray Flybridge Yacht!

    5.0
    Superowner
    Best of 2023
    $292/hour
    Captained charter on 40' Sea Ray Sundancer with all amenities in Chicago
    Events in Chicago · 13 guests

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

    5.0
    $275/hour
    20 Passenger Captained Party & Event Boat in Chicago
    Powerboats in Chicago · 20 guests

    20 Passenger Captained Party & Event Boat in Chicago

    5.0
    Superowner
    Best of 2023
    $700/hour
    Playpen bound on 25' Yamaha Jetboat!
    Powerboats in Chicago · 10 guests

    Playpen bound on 25' Yamaha Jetboat!

    5.0
    $225/hour
    Limited Availability
    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht
    Events in Chicago · 12 guests

    Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

    5.0
    $175/hour
    Instant Book
    Captain Included. Escape the ordinary and cruise on 28’ Sea Ray of fun!
    Powerboats in Chicago · 6 guests

    Captain Included. Escape the ordinary and cruise on 28’ Sea Ray of fun!

    5.0
    $225+/hour
    2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024
    Events in Chicago · 12 guests

    2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

    4.7
    $400/hour
    Stylish elegance and spacious comfort ... your best time ever!
    Events in Chicago · 12 guests

    Stylish elegance and spacious comfort ... your best time ever!

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

    Luxurious 60' Yacht with Fly Bridge

    5.0
    $450/hour
    45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE
    Events in Chicago · 10 guests

    45ft Sea Ray 400 EC Big Boat Small Price Everyone Can Enjoy! END OF SUMMER SALE

    5.0
    $200/hour
    Instant Book
    42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!
    Events in Chicago · 10 guests

    42ft Searay Sundancer | Big Boat Small Price END OF SUMMER SALE!

    5.0
    $200/hour
    Instant Book
    24 Passenger Captained Party & Event Boat in Chicago!
    Powerboats in Chicago · 24 guests

    24 Passenger Captained Party & Event Boat in Chicago!

    5.0
    Superowner
    Best of 2023
    $800/hour
    SeaRay Sundancer 340 Motor Yacht
    Events in Chicago · 12 guests

    SeaRay Sundancer 340 Motor Yacht

    3.6
    $250/hour
    Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat
    Events in Chicago · 12 guests

    Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

    5.0
    $150/hour
    Captained charter on 40' Sea Ray with all amenities in Chicago!
    Events in Chicago · 13 guests

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

    5.0
    $350/hour
    36ft Carver Mariner Motor Yacht in Chicago
    Events in Chicago · 12 guests

    36ft Carver Mariner Motor Yacht in Chicago

    4.8
    $300/hour
    41' Stunning Sea Ray Yacht - Stunning throughout
    Events in Chicago · 13 guests

    41' Stunning Sea Ray Yacht - Stunning throughout

    5.0
    $350/hour

    Chicago Reviews

    1. MM

      Melanie

      Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

      Jason has very competitive pricing that is well worth it. Communication was very easy. He provided me with a very simple list to find a captain (which was the piece I was most worried about). The boat came with ice and cups which made it so easy for hosting. Had a great time!

    2. KJ

      Kaylan

      Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

      We had an amazing time on Jason’s boat celebrating a 30th birthday! Our captain Justin was phenomenal. Everything was just as it was on the listing. Boat was clean, as was the bathroom. Ice and coolers were provided as well as kitchen utensils. An amazing deal comparatively. Wouldn’t change a thing! Thank you Jason and Justin!

    3. MF

      Maddie

      Stunning 45’ Sea Ray Yacht

      We rented out this yacht for my boyfriend’s birthday party! The boat was spacious and just as described. Our captain Peter and his wife were an amazing crew, thorough with safety, attentive, and went above and beyond to make sure that we had an incredible time! Booking with Eugene was a breeze, he was quick to respond, as well as answered every question that I asked! Everyone had a blast, and we will definitely be booking through them again!

    4. Cymone

      Cymone

      Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

      Jason’s boat was perfect for my birthday! Great communication with a good list of drivers! Loved the amount of seating & the driver (Justin) took a great route with perfect views!

    5. TD

      Tyson

      Diversey Harbor 36' Sea Ray Floating Oasis for your Unforgettable Celebrations!!

      Fantastic trip. Highly recommend this company.Great communication. They made everything so easy. The boat had all necessary essentials. Will def use this company again in the future!

    6. AD

      Amanda

      2018 Beneteau GT 42' "James Bond", Book Now for Summer 2024

      took this boat out for my bday with 11 of my friends and family! it was the perfect day and Captain John and Mike were a delight!

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