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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (6,127 Reviews)

    Page 8 of 13 • 303 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests
    Powerboats in Chicago · 44 guests

    Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

    5.0
    $1,100/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
    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
    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
    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
    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
    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!
    Events in Chicago · 6 guests

    31ft Sea Ray Motor Yacht Chicago Romantic Family Getaway!

    5.0
    $350/hour
    Spacious 50’ Cruiser Yacht with Swim platform
    Events in Chicago · 12 guests

    Spacious 50’ Cruiser Yacht with Swim platform

    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
    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
    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 Searay 400 Motor Yacht - Lake Michigan Chicago - Up to 13 Guests
    Events in Chicago · 13 guests

    50ft Searay 400 Motor Yacht - Lake Michigan Chicago - Up to 13 Guests

    New
    $300/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
    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
    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
    $374+/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    Sea Ray 400 Express Cruiser Yacht Available In Chicago
    Events in Chicago · 12 guests

    Sea Ray 400 Express Cruiser Yacht Available In Chicago

    5.0
    $250/hour
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    5.0
    $300+/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
    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
    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
    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests
    Events in Chicago · 6 guests

    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests

    5.0
    $300/hour

    Top Destinations Nearby

    Illinois Reviews

    1. YL

      Yiming

      Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

      The captain and crew were professional, attentive, and incredibly welcoming. They took the time to make all 35 of our guests feel comfortable and safe. The boat was well-maintained, spacious, and perfect for a large group. The night was flawless. I highly recommend booking a private boat tour if you want a memorable, stress-free group outing. We couldn't have asked for a better day on the water!

    2. EE

      Emily

      Captained Charter on 45’ Custom Built Double Decker Power Catamaran - 44 Guests

      Chris and his team (Phaedra and Mac) were absolutely amazing. They accommodated our 17 person bachelorette party and were SO fun and professional. We will be talking about this boat trip for years to come. 11/10 recommend knockout charters!

    3. 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.

    4. 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 :)

    5. 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!

    6. 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!

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