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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (6,045 Reviews)

    Page 8 of 13 • 300 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    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
    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
    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
    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
    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
    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
    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
    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
    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
    Amazing 25ft Lexington Tritoon for Rental in Indiana
    Powerboats in Indiana · 12 guests

    Amazing 25ft Lexington Tritoon for Rental in Indiana

    4.8
    $119/hour
    20ft Bayliner VR5 Boat in Rockville, IN
    Powerboats in Indiana · 6 guests

    20ft Bayliner VR5 Boat in Rockville, IN

    5.0
    $510/day
    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events
    Events in Chicago · 49 guests

    72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

    5.0
    Superowner
    $1,350/hour
    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!
    Events in Chicago · 120 guests

    Tiki-Chic Yacht, 40-120 Passengers, One deck option. Beverage package included!

    5.0
    $1,500/hour
    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht
    Events in Chicago · 10 guests

    Set Sail in Downtown Chicago with Beautiful 35ft Cruiser Motor Yacht

    5.0
    $275/hour
    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago
    Events in Chicago · 12 guests

    Private 44ft Cruiser 4450 Express Yacht Experience on Lake Michigan – Chicago

    5.0
    $325/hour
    Sleek 29ft Sport Cruiser | Skyline, Sunset & Playpen | Captain & Fuel Incl.
    Events in Chicago · 6 guests

    Sleek 29ft Sport Cruiser | Skyline, Sunset & Playpen | Captain & Fuel Incl.

    5.0
    $250/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

    Top Destinations Nearby

    Illinois Reviews

    1. TF

      Tim

      Sleek 29ft Sport Cruiser | Skyline, Sunset & Playpen | Captain & Fuel Incl.

      JJ was was great from start to finish. He communicated with us consistently and shared all the details. He made our experience one my entire family will remember. Looking forward to our next boat trip with JJ

    2. SG

      Sara

      72ft Chris Craft Motor Yacht Chicago for 49 Guest Events

      Amazing experience! We hosted clients for an appreciation event on the lake and it was amazing. Captain Rich and crew were so wonderful to work with and ensured we had a great time.

    3. AR

      Alex

      50ft Skipperliner Tiki Pontoon Cruise in Chicago with Beverage Package

      We had a great time! Would highly recommend the boat and crew to anyone looking to have a fun day out on the lake/river.

    4. TM

      Taylor

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

      The boat was awesome!! Marty was easy to communicate with. We had a blast and would definitely rent again

    5. RS

      Reggie

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

      Great boat, owner was very communicative and transparent about the process.

    6. JD

      Jorge

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

      Captain Dennis and Kate were great hosts. Everything was perfect

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