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    4.9
    (22,703 Reviews)

    Page 7 of 10 • 240 listings

    39' Sea Ray for Rent in Chicago, Illinois!
    Events in Chicago · 12 guests

    39' Sea Ray for Rent in Chicago, Illinois!

    New
    $100-$150hour
    45' LUXURY YACHT on Lake Michigan - Breathtaking views of Chicago
    Events in Chicago · 12 guests

    45' LUXURY YACHT on Lake Michigan - Breathtaking views of Chicago

    5.0
    $350hour
    31' Captained Sea Ray Sundancer, Fun in Chicago Aboard
    Powerboats in Chicago · 6 guests

    31' Captained Sea Ray Sundancer, Fun in Chicago Aboard

    4.8
    $250hour
    Carver Mariner 350 Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 6 guests

    Carver Mariner 350 Motor Yacht Rental in Chicago, Illinois

    New
    $250hour
    43ft Galeon Luxury Boat Charter Experience in Chicago, Illinois
    Events in Chicago · 12 guests

    43ft Galeon Luxury Boat Charter Experience in Chicago, Illinois

    New
    $450hour
    Beautiful 39 Foot Double Decker Carver Mariner Luxury Yacht in Chicago Illinois
    Events in Chicago · 12 guests

    Beautiful 39 Foot Double Decker Carver Mariner Luxury Yacht in Chicago Illinois

    New
    $300hour
    33' Sea Ray Motor Yacht for rent in Chicago, Illinois
    Events in Chicago · 10 guests

    33' Sea Ray Motor Yacht for rent in Chicago, Illinois

    5.0
    $220hour
    36' Sea Ray Cruiser for Charter in Chicago
    Events in Chicago · 12 guests

    36' Sea Ray Cruiser for Charter in Chicago

    4.7
    $250hour
    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
    $300hour
    35' Searay Sundancer Best Party Boat in Chicago, Illinois
    Events in Chicago · 11 guests

    35' Searay Sundancer Best Party Boat in Chicago, Illinois

    5.0
    $395hour
    37ft Sea Ray Motor Yacht Rental in Chicago, Illinois
    Events in Chicago · 10 guests

    37ft Sea Ray Motor Yacht Rental in Chicago, Illinois

    New
    $450hour
    2010 Sea Ray 450 Sundancer - 45FT Yacht 12 People
    Events in Chicago · 12 guests

    2010 Sea Ray 450 Sundancer - 45FT Yacht 12 People

    New
    $300-$800hour
    Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois
    Events in Chicago · 10 guests

    Luxury 43ft Azimut Atlantis Yacht Charter in Chicago, Illinois

    New
    $500-$550hour
    33ft Day Boat in Chicago
    Events in Chicago · 10 guests

    33ft Day Boat in Chicago

    4.9
    $275hour
    Sea Ray Sundancer Motor Yacht rental in Chicago
    Events in Chicago · 12 guests

    Sea Ray Sundancer Motor Yacht rental in Chicago

    5.0
    $600hour
    Captained 42 Motor Yacht Chicago Burnham Harbor with 4 foot swim platform
    Events in Chicago · 12 guests

    Captained 42 Motor Yacht Chicago Burnham Harbor with 4 foot swim platform

    4.9
    Superowner
    $350-$500hour
    68' Luxurious Private Yacht Charters in Chicago
    Events in Chicago · 45 guests

    68' Luxurious Private Yacht Charters in Chicago

    New
    $1,650hour
    62' $2M Italian Luxury Yacht with Party up to 12
    Events in Chicago · 12 guests

    62' $2M Italian Luxury Yacht with Party up to 12

    5.0
    Superowner
    Best of 2023
    $800hour
    Instant Book
    Sea Ray Sundancer, Chicago, IL
    Events in Chicago · 12 guests

    Sea Ray Sundancer, Chicago, IL

    New
    $788hour
    "Naut A Care" Chicago, IL
    Events in Chicago · 13 guests

    "Naut A Care" Chicago, IL

    New
    $659hour
    38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    38ft Sea Ray Sundancer in Chicago, Burhnam Harbor (Up to 12 guests)

    5.0
    Superowner
    Best of 2023
    $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
    $350hour
    Instant Book
    Your Adventure Awaits on a spacious 42' 380 Sundancer Yacht!
    Events in Chicago · 12 guests

    Your Adventure Awaits on a spacious 42' 380 Sundancer Yacht!

    New
    $400hour
    Seas the Summer aboard our 40' Mainship Sedan Bridge!
    Events in Chicago · 12 guests

    Seas the Summer aboard our 40' Mainship Sedan Bridge!

    5.0
    $400hour

    Local Motor Yacht Reviews

    1. 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 :)

    2. 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!

    3. AH

      Amanda

      33ft Day Boat in Chicago

      BOOK THIS BOAT! Not only was Trevor super easy to work with when booking, but his dad, Paul, was our Captain, and he truly made the day for us. Perfectly communicative, allowed us to have our private time but then hilarious and fun to engage with one-on-one. He even pulled out his guitar to serenade us at one point. And then when my friend dropped her phone in the lake he was the first to rip off his shirt to dive in and try and find it. ABOVE AND BEYOND service. Can not recommend this boat more. The Heli Good Time is now going to be an annual summer booking for us :)

    4. CITLALLY

      CITLALLY

      33ft Day Boat in Chicago

      Trevor was a great Captain and made the experience fantastic from the beginning. He answered all of my questions pre-departure, assured the girls day went successful, and kept us all safe throughout our time at Playpen. Definitely recommend booking with him and looking forward to booking him again in the future! Thank you Trevor!

    5. KF

      Kelsie

      33ft Day Boat in Chicago

      Trevor was a great captain, very knowledgeable about the area and was very communicative prior to the rental date. He went above and beyond to make sure that we knew the route to take with a busy NASCAR weekend to find the parking lot and dock, and made us immediately feel comfortable and safe being out on the water. A great experience!

    6. TN

      Tashinga

      33ft Day Boat in Chicago

      The Chicago Captain experience was amazing! The boat was nice and fit me and my 8 friends perfectly. Captain Paul was really nice and welcoming to us all. We had such a good time and would highly recommend the Chicago Captain for your next boat experience!

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