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    Browse Illinois Boat Rentals.

    4.9
    (5,885 Reviews)

    Page 7 of 13 • 290 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    37' Beautiful Sea Ray Venture - Explore Chicago's Famous Playpen
    Events in Chicago · 12 guests

    37' Beautiful Sea Ray Venture - Explore Chicago's Famous Playpen

    5.0
    Superowner
    Best of 2025
    $200/hour
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $250/hour
    Instant Book
    41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
    Powerboats in Chicago · 12 guests

    41' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois

    5.0
    Superowner
    $390+/hour
    Luxury 54 Foot Sea Ray Sundancer Yacht for Charter
    Events in Chicago · 12 guests

    Luxury 54 Foot Sea Ray Sundancer Yacht for Charter

    5.0
    $500/hour
    Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay
    Events in Chicago · 12 guests

    Make no mistake. She is clean with plenty of room and monster sounds. 40’ searay

    5.0
    $400/hour
    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago
    Events in Chicago · 12 guests

    SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

    5.0
    $250/hour
    63ft Premier Sea Ray Chicago Playpen, River, Winery
    Events in Chicago · 12 guests

    63ft Premier Sea Ray Chicago Playpen, River, Winery

    5.0
    Superowner
    $700/hour
    37' Luxury Carver Multi-Level Yacht w/ Premium Sound
    Events in Chicago · 12 guests

    37' Luxury Carver Multi-Level Yacht w/ Premium Sound

    5.0
    $275/hour
    Summertime Chi Ready!!
    Events in Chicago · 12 guests

    Summertime Chi Ready!!

    5.0
    $325/hour
    End of Summer Deal!! $1000 for 3 hours
    Events in Chicago · 12 guests

    End of Summer Deal!! $1000 for 3 hours

    4.5
    $350/hour
    Enjoy Chicago in this 46' Sea Ray - Great for Birthdays - Bachelorette Parties
    Events in Chicago · 12 guests

    Enjoy Chicago in this 46' Sea Ray - Great for Birthdays - Bachelorette Parties

    5.0
    Superowner
    Best of 2025
    $200/hour
    Mediterranean Yacht with Fly bridge Boat
    Events in Chicago · 12 guests

    Mediterranean Yacht with Fly bridge Boat

    5.0
    $400/hour
    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan
    Events in Chicago · 6 guests

    SeaRay 310 Sundancer for Rent on Chicago's Lake Michigan

    5.0
    $325/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 8 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    2022 South Bay 24 foot Tritoon - rent by the day or week
    Powerboats in Fox Lake · 14 guests

    2022 South Bay 24 foot Tritoon - rent by the day or week

    5.0
    $145/hour
    Spacious 50’ Yacht w/swim platform for rent @ 31st Harbor Charterer + 12 guests
    Events in Chicago · 12 guests

    Spacious 50’ Yacht w/swim platform for rent @ 31st Harbor Charterer + 12 guests

    5.0
    $375+/hour
    Charter a 33' Ciera Bayliner in Chicago
    Events in Chicago · 10 guests

    Charter a 33' Ciera Bayliner in Chicago

    5.0
    $250/hour
    Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!
    Events in Chicago · 12 guests

    Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!

    3.7
    $325/hour
    42' Luxurious Meridian Flybridge Yacht
    Events in Chicago · 12 guests

    42' Luxurious Meridian Flybridge Yacht

    5.0
    $500/hour
    36' Sea Ray Cruiser for Charter in Chicago
    Events in Chicago · 12 guests

    36' Sea Ray Cruiser for Charter in Chicago

    4.8
    $350/hour
    Wheelchair Accessible Pontoon Boat Chain-O-Lakes in Illinois Captain available
    Powerboats in Antioch · 8 guests

    Wheelchair Accessible Pontoon Boat Chain-O-Lakes in Illinois Captain available

    5.0
    $100+/hour
    END OF SEASON SPECIALS!!! the Best of Chicago on a 30ft Sea Ray Sundancer
    Powerboats in Chicago · 10 guests

    END OF SEASON SPECIALS!!! the Best of Chicago on a 30ft Sea Ray Sundancer

    5.0
    $175/hour
    No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

    4.8
    $245/hour
    No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA
    Events in Chicago · 36 guests

    No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA

    5.0
    $793/hour

    Top Destinations Nearby

    Illinois Reviews

    1. SL

      Seeta

      End of Summer Deal!! $1000 for 3 hours

      We had am amazing time at the Air & Water show. Communication with Kadir was prompt and accurate. The Captain Emir was a super star, I would definitely recommend them. The boat is as pictured perfect for a party of 10. The whole process from start to finish was seamless.

    2. DH

      Danielle

      SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

      From start to finish, I had a 5 star experience. Kat made booking easy, was extremely accommodating, and responsive! The vessel was clean, and just as photoed. Captain Derek was personable, professional and a good time. If you find yourself in Chicago, book with “Owner”, they rock!

    3. JS

      Julie

      No tie ups - BIG BOAT for up to 36 people - at NAVY PIER MARINA

      Captain Tim and first mate Sonny were awesome! I highly recommend, it was very easy, the on boat experience was amazing, and the bride's expectations were exceeded for her bachelorette boat experience!!

    4. KK

      Katherine

      SeaRay 320 Sundancer Yacht - 31st Street Harbor Beach Playpen Chicago

      Every box checked from fun to safety. Great communication from booking to docking back on the deck. So excited to be able to keep you in mind for all boat adventures. Great super clean boat (even the bathroom), expert and experienced captain, the best sound system, and plenty of space for twelve of us to not be on top of each other.

    5. ME

      Makaeda

      Luxury 35' Silverton 330 Sport Bridge Yacht Rental in Chicago!

      This was our groups first experience in Lake Michigan. The waves were definitely something we’ve never experienced but the hospitality from Mike, Tony and the crew was amazing they were very warm and welcoming and we had a great time during our trip. We would definitely book with them again and recommend.

    6. JM

      Julie

      No tie-ups: 39' Sailboat, Catalina 380 with huge cockpit

      Great vessel. Everything we needed! Amazing deck hand and Captain (Georgia and Matt). They made our air and water show experience incredible!

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