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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (6,293 Reviews)

    Page 8 of 13 • 303 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests
    Events in Chicago · 13 guests

    46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

    5.0
    $250/hour
    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago
    Events in Chicago · 12 guests

    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago

    4.2
    $500/hour
    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago
    Events in Chicago · 12 guests

    Exquisite Mediterranean 40' with Flybridge Yacht in Chicago

    5.0
    $400/hour
    Yamaha WaveRunner FX Cruiser HO Jet Ski Rental in Chicago IL
    Water Sports in Chicago · 2 guests

    Yamaha WaveRunner FX Cruiser HO Jet Ski Rental in Chicago IL

    5.0
    $195/hour
    Summertime Chi Ready! Rent this Carver 38 Santego Motor Yacht for 12 Guests
    Events in Chicago · 12 guests

    Summertime Chi Ready! Rent this Carver 38 Santego Motor Yacht for 12 Guests

    5.0
    $325/hour
    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!
    Events in Chicago · 12 guests

    44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

    5.0
    $278/hour
    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago
    Events in Chicago · 12 guests

    41ft Sea Ray Sundancer Motor Yacht Lake Michigan Charter from Chicago

    5.0
    Superowner
    Best of 2026
    $372+/hour
    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago
    Events in Chicago · 12 guests

    The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

    5.0
    $300/hour
    Captained Charter on 36' Sea Ray Cruiser in Chicago
    Events in Chicago · 12 guests

    Captained Charter on 36' Sea Ray Cruiser in Chicago

    4.8
    $350/hour
    Spacious 50’ Yacht with Swim platform @ 31st Harbor
    Events in Chicago · 12 guests

    Spacious 50’ Yacht with Swim platform @ 31st Harbor

    5.0
    $400+/hour
    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout
    Events in Chicago · 13 guests

    41ft Sea Ray Sundancer 410 Yacht in Chicago, Illinois - Stunning Throughout

    5.0
    $500/hour
    49 Passengers 57' Power Catamaran - Perfect For Events in Chicago
    Events in Chicago · 49 guests

    49 Passengers 57' Power Catamaran - Perfect For Events in Chicago

    5.0
    Superowner
    $1,000/hour
    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago
    Sailing in Chicago · 12 guests

    No tie-ups: 39' Catalina Sailboat with Huge Cockpit in Chicago

    4.8
    $245/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
    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package
    Powerboats in Chicago · 36 guests

    50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

    4.6
    $1,350/hour
    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience
    Events in Chicago · 12 guests

    Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

    5.0
    $350/hour
    44’ Regal Yacht | Diversey Harbor | Free Fuel, Champagne & Two Floating Islands
    Events in Chicago · 13 guests

    44’ Regal Yacht | Diversey Harbor | Free Fuel, Champagne & Two Floating Islands

    5.0
    $300/hour
    Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising
    Powerboats in Chicago · 6 guests

    Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising

    5.0
    $300/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    Learn Kiteboarding in Chicago with Professional Kiteboard Instructor
    Adventures in Chicago · 1 guest

    Learn Kiteboarding in Chicago with Professional Kiteboard Instructor

    5.0
    $185/hour
    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan
    Events in Chicago · 12 guests

    Premium 42' Meridian Flybridge Yacht Charter In Chicago - Lake Michigan

    5.0
    $500/hour
    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago
    Events in Chicago · 12 guests

    36' Wellcraft Grand Sport Yacht for Intimate Gatherings and Events in Chicago

    5.0
    $250/hour
    1962 Chris Craft Yacht Charter on the Chicago River!
    Events in Chicago · 6 guests

    1962 Chris Craft Yacht Charter on the Chicago River!

    5.0
    $250+/hour
    31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL
    Events in Chicago · 12 guests

    31ft Sea Ray 310 Sedan Bridge Motor Yacht Private Full Day Charter - Chicago, IL

    3.5
    $300/hour

    Top Destinations Nearby

    Illinois Reviews

    1. Cashel

      Cashel

      The Newest Boat in the Fleet: 40' Luxury Chris Craft for Charter in Chicago

      Captain G was quick with responses and offered multiple captains for the Chris Craft boat! We had Captain Joe and he was awesome to be with. Would highly recommend going through this group for your Chicago boat rental day!

    2. cC

      cassandra

      44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

      Amanda was amazing! Highly recommend! She has experience with bachelorette parties so she had great recommendations for timing and captains. She was there to greet us and made everything super easy. However, it’s best to call or text her because she doesn’t check the website often after booking.

    3. Cardisha

      Cardisha

      Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

      Breanna is amazing!! Any time I’m in Chicago, I know whose vessel to book! Shoutout to Capt Mike too, lovely experience with even lovelier people :)

    4. AC

      Anysa

      44ft Premium Chris Craft Yacht for Lake Michigan and Playpen Party Cruises!

      I’ve booked with Amanda twice now and each time has been exquisite. From the beginning to the end, they make sure you have an amazing experience and I will be booking again!

    5. AC

      Alexandria

      Regal 26 FasDeck for Chicago Charters, Play Pen, River Tours and Cruising

      10/10 experience. Captain was communicative the whole trip, the boat was clean and beautiful. He kept up safe and allowed us to have our fun. The respect was mutual. Thanks Captain!

    6. Jill

      Jill

      46ft Luxury Sea Ray 410 Express Cruiser Yacht Chicago for 13 Guests

      We hired William as our captain. Genuine nice guy, we were all women and felt very safe. We had a great afternoon!

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