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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (5,752 Reviews)
    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated

    Most Popular Tours in Illinois

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    • 42' Mediterranean Yacht for Luxury Cruises in Chicago - 3 Boats Available!
      Events in Chicago · 12 guests

      42' Mediterranean Yacht for Luxury Cruises in Chicago - 3 Boats Available!

      5.0
      $350/hour
    • 24 Passenger Captained Pontoon Boat - Fridays and Sunday Fundays in Chicago!
      Powerboats in Chicago · 24 guests

      24 Passenger Captained Pontoon Boat - Fridays and Sunday Fundays in Chicago!

      5.0
      Superowner
      Best of 2026
      $800/hour
    • Diversey Harbor: Gorgeous 46' Sea Ray Luxury Yacht for 13 Guests
      Events in Chicago · 13 guests

      Diversey Harbor: Gorgeous 46' Sea Ray Luxury Yacht for 13 Guests

      4.9
      Superowner
      Best of 2026
      $225/hour
      Instant Book
    • 44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain
      Events in Chicago · 13 guests

      44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain

      4.8
      $349/hour
    • 2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois
      Events in Chicago · 12 guests

      2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois

      4.7
      $400/hour
    • 27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!
      Events in Chicago · 6 guests

      27ft Chris Craft Motor Yacht With Water Toys plus Jet Ski Available in Chicago!

      4.9
      Superowner
      $250/hour
    • Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago
      Events in Chicago · 13 guests

      Book "After Hours" today! Sea Ray Sundancer 40ft Motor Yacht In Chicago

      5.0
      Superowner
      Best of 2026
      $225+/hour
    • 50' Multi-level Sea Ray Luxury Yacht with Party up to 12 in Chicago
      Events in Chicago · 12 guests

      50' Multi-level Sea Ray Luxury Yacht with Party up to 12 in Chicago

      5.0
      Superowner
      Best of 2026
      $350/hour

    All Illinois Listings

    Page 1 of 13 • 300 listings

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev
    Events in Chicago · 13 guests

    Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

    5.0
    Superowner
    Best of 2026
    $500/hour
    24 Passenger Captained Pontoon Boat - Fridays and Sunday Fundays in Chicago!
    Powerboats in Chicago · 24 guests

    24 Passenger Captained Pontoon Boat - Fridays and Sunday Fundays in Chicago!

    5.0
    Superowner
    Best of 2026
    $800/hour
    24 Guests Captained Party & Event Boat in Chicago with Bathroom & Aqua mat
    Powerboats in Chicago · 24 guests

    24 Guests Captained Party & Event Boat in Chicago with Bathroom & Aqua mat

    5.0
    Superowner
    Best of 2026
    $800/hour
    20 Passenger Captained Boat - $400 off Fridays and Sunday Fundays!
    Powerboats in Chicago · 20 guests

    20 Passenger Captained Boat - $400 off Fridays and Sunday Fundays!

    5.0
    Superowner
    Best of 2026
    $700/hour
    44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain
    Events in Chicago · 13 guests

    44' Sea Ray Express Luxury Motor Yacht in Chicago with USCG Captain

    4.8
    $349/hour
    29ft Sea Ray Sundancer Captained Boat In Chicago
    Events in Chicago · 6 guests

    29ft Sea Ray Sundancer Captained Boat In Chicago

    5.0
    Superowner
    $200/hour
    Cruisers Y3375 Express Yacht Downtown Chicago Experience
    Powerboats in Chicago · 10 guests

    Cruisers Y3375 Express Yacht Downtown Chicago Experience

    5.0
    Superowner
    $250/hour
    New 48ft Sport Coupe Yacht in Chicago River & Lake Charter
    Events in Chicago · 6 guests

    New 48ft Sport Coupe Yacht in Chicago River & Lake Charter

    4.9
    $300/hour
    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
    $250/hour
    Sleek 51' Luxury Motor Yacht | Parties and Events in Chicago - Fuel Included
    Events in Chicago · 12 guests

    Sleek 51' Luxury Motor Yacht | Parties and Events in Chicago - Fuel Included

    New
    Superowner
    Best of 2026
    $240/hour
    Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad
    Events in Chicago · 12 guests

    Sea Ray 48' Motor Yacht in Chicago Playpen, River, Winery, Lilly Pad

    5.0
    Superowner
    $375+/hour
    63ft Premier Sea Ray Sundancer Yacht Perfect for Chicago Playpen, River, Winery
    Events in Chicago · 12 guests

    63ft Premier Sea Ray Sundancer Yacht Perfect for Chicago Playpen, River, Winery

    5.0
    Superowner
    $700/hour
    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour
    Powerboats in Chicago · 14 guests

    Chicago Private Party Boat - 14 Passenger Captained Events & Playpen Tour

    5.0
    Superowner
    Best of 2026
    $600/hour
    Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago
    Events in Chicago · 12 guests

    Stunning 45’ Sea Ray Sundancer Motor Yacht In Chicago

    5.0
    Superowner
    Best of 2026
    $350/hour
    Instant Book
    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations
    Powerboats in Chicago · 12 guests

    Diversey Harbor: 36' Sea Ray Floating Oasis for your Unforgettable Celebrations

    5.0
    Superowner
    Best of 2026
    $190/hour
    Instant Book
    Cruise Lake Michigan aboard 27' Maxum 2400 Motor Yacht with Captain
    Powerboats in Chicago · 8 guests

    Cruise Lake Michigan aboard 27' Maxum 2400 Motor Yacht with Captain

    4.4
    $250/hour
    Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht
    Events in Chicago · 13 guests

    Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

    4.9
    Superowner
    Best of 2026
    $235/hour
    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois
    Sailing in Chicago · 6 guests

    Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

    5.0
    Superowner
    Best of 2026
    $220/hour
    16 Passenger Captained Party & Event 32ft Pontoon Boat in Chicago, Illinois!
    Powerboats in Chicago · 16 guests

    16 Passenger Captained Party & Event 32ft Pontoon Boat in Chicago, Illinois!

    New
    Superowner
    Best of 2026
    $650/hour
    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
    Events in Chicago · 13 guests

    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

    5.0
    $225/hour
    Rent this 42ft Regal Commodore Express Cruiser In Chicago
    Powerboats in Chicago · 13 guests

    Rent this 42ft Regal Commodore Express Cruiser In Chicago

    5.0
    Superowner
    Best of 2026
    $225+/hour
    Gorgeous 26ft Chaparral 257SSX Bowrider in Chicago
    Powerboats in Chicago · 9 guests

    Gorgeous 26ft Chaparral 257SSX Bowrider in Chicago

    5.0
    $150/hour
    Prestige 550 Flybridge Luxury Yacht Charter in Chicago
    Events in Chicago · 13 guests

    Prestige 550 Flybridge Luxury Yacht Charter in Chicago

    5.0
    $400/hour
    46' Sunseeker Portofino Yacht in Chicago for Parties & Events
    Events in Chicago · 12 guests

    46' Sunseeker Portofino Yacht in Chicago for Parties & Events

    4.7
    $250/hour
    Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht
    Events in Chicago · 12 guests

    Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht

    5.0
    Superowner
    Best of 2026
    $450/hour
    Instant Book
    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
    Events in Chicago · 13 guests

    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

    5.0
    $225+/hour
    Maxum 44ft Motor Yacht "My Kinda Party"
    Powerboats in Chicago · 13 guests

    Maxum 44ft Motor Yacht "My Kinda Party"

    4.9
    Superowner
    Best of 2026
    $260+/hour
    2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    2020 Beneteau GT 42' "James Bond" Yacht in Chicago, Illinois

    4.7
    $400/hour

    Top Destinations Nearby

    Illinois Reviews

    1. WK

      William

      Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

      Nijole was a wonderful captain with great communication and flexibility. The change in plans due to weather was seamless. We had a great time on the lake with Nijole, Remus and Piper and will chose her again if we are back in Chicago and want to go out for a sail. Thanks again Nijole!

    2. KS

      Kailey

      20 Passenger Captained Boat - $400 off Fridays and Sunday Fundays!

      We booked with Troy for an outing of 20 people and everyone had such a great time! Communication was very easy prior to the trip, having a captain included was huge, they have tables set up for games and food, a speaker system, floaties for the water, and the crew was very helpful! The views were also amazing! Would definitely recommend and would do again

    3. AL

      Ashley

      Luxury Boating Experience in Chicago aboard Sea Ray 550 Sedan Bridge Yacht

      We had an amazing time. Captain Eric was great. The family really enjoyed the sights and the boat is beautiful! It is nice that there are multiple different spaces onboard to enjoy indoor and outdoor.

    4. RK

      Rish

      Diversey Harbor Gorgeous 48' Sea Ray Luxury Yacht

      I proposed to my girlfriend on the Sea Ray boat, and it was an unforgettable experience. Kevin was fantastic to work with—he coordinated everything seamlessly and responded very quickly to all my questions. Captain Evan was also great. They both went above and beyond to make the proposal and our evening truly special and memorable.

    5. JN

      Jessica

      Chicago Lake Michigan Yacht Charter aboard 43' Sea Ray Sundancer w/ Captain Kev

      Such a lovely trip. Up to the trip Kevin and his team were extremely responsive. This was amazing and we will be doing this again! Thanks!

    6. Reanna

      Reanna

      Cruisers Y3375 Express Yacht Downtown Chicago Experience

      The boat day was our favorite part of our bachelorette trip. We had the best time and we loved Captain Sam! 10/10 recommend this company!

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