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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (5,912 Reviews)

    Page 9 of 13 • 299 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Private Boat Charter - Sea Ray 390 Sundancer In Chicago
    Events in Chicago · 12 guests

    Private Boat Charter - Sea Ray 390 Sundancer In Chicago

    5.0
    $350/hour
    Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout
    Events in Chicago · 12 guests

    Luxury Multi-Level Carver 38' Yacht with Premium Sound & Spacious Layout

    5.0
    $225/hour
    Limited Availability
    39' Sea Ray Sundancer Motor Yacht for Charter in Chicago, Illinois
    Events in Chicago · 12 guests

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

    5.0
    Superowner
    Best of 2026
    $350+/hour
    Limited Availability
    40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests
    Events in Chicago · 12 guests

    40' Luxury Cruiser Yacht for Charter in Chicago - Accommodate up to 12 guests

    4.9
    $300/hour
    Limited Availability
    Experience Chicago by the water - Rent this 38' Traident Party Pontoon
    Powerboats in Chicago · 20 guests

    Experience Chicago by the water - Rent this 38' Traident Party Pontoon

    5.0
    Superowner
    Best of 2026
    $680/hour
    Limited Availability
    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests
    Events in Chicago · 12 guests

    Explore the Famous Chicago Playpen! 34' Rinker Fiesta Vee Motor Yacht- 12 Guests

    New
    Superowner
    Best of 2026
    $160+/hour
    Instant Book
    Limited Availability
    New to Chicago! One of Kind Charter Boat - Fjord 44 Open with USCG Captain
    Powerboats in Chicago · 13 guests

    New to Chicago! One of Kind Charter Boat - Fjord 44 Open with USCG Captain

    5.0
    Superowner
    $275/hour
    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style
    Events in Chicago · 13 guests

    Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

    5.0
    $950/hour
    High Demand
    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests
    Events in Chicago · 13 guests

    62' Azimut Italian Luxury Yacht for Rent in Chicago, Illinois for 13 Guests

    3.0
    $1,000/hour
    High Demand
    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht
    Events in Chicago · 12 guests

    Take in Breathtaking Chicago Skyline Views from Spacious 32' Chaparral Yacht

    New
    $450/hour
    36’ Monterey for 12 Guests in Chicago | Playpen Party, BYOB & Captain included
    Events in Chicago · 12 guests

    36’ Monterey for 12 Guests in Chicago | Playpen Party, BYOB & Captain included

    New
    $500/hour
    Limited Availability
    Chicago Summer In Style - 33' Monterey 302 Yacht for Charter on Lake Michigan!
    Events in Chicago · 12 guests

    Chicago Summer In Style - 33' Monterey 302 Yacht for Charter on Lake Michigan!

    4.9
    $250/hour
    Limited Availability
    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
    High Demand
    'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!
    Events in Chicago · 13 guests

    'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!

    5.0
    Superowner
    $350/hour
    Limited Availability
    42' Sea Ray Sundancer Luxury Motor Yacht - Great For Outings! Diversey Harbor
    Events in Chicago · 12 guests

    42' Sea Ray Sundancer Luxury Motor Yacht - Great For Outings! Diversey Harbor

    4.0
    $150/hour
    High Demand
    New Spacious 40ft Cruisers Motor Yacht for Rent in Chicago
    Events in Chicago · 12 guests

    New Spacious 40ft Cruisers Motor Yacht for Rent in Chicago

    5.0
    Superowner
    $400/hour
    High Demand
    Luxurious, Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!
    Events in Chicago · 12 guests

    Luxurious, Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!

    5.0
    Superowner
    $300+/hour
    Limited Availability
    Cruise Lake Michigan Aboard 40ft Sea Ray Luxury Yacht
    Events in Chicago · 12 guests

    Cruise Lake Michigan Aboard 40ft Sea Ray Luxury Yacht

    New
    $300/hour
    Limited Availability
    Burnham Harbor Experience Chicago like never before on 35ft Maxum Motor Yacht
    Events in Chicago · 10 guests

    Burnham Harbor Experience Chicago like never before on 35ft Maxum Motor Yacht

    4.9
    $200/hour
    High Demand
    2001 46' Sea Ray Sundancer Chartered Yacht in Chicago - 13 person capacity
    Events in Chicago · 13 guests

    2001 46' Sea Ray Sundancer Chartered Yacht in Chicago - 13 person capacity

    New
    $850/hour
    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago
    Sailing in Chicago · 6 guests

    Lets go sailing on a world class 40ft Pacific Seacraft Sailboat from Chicago

    New
    $230+/hour
    Limited Availability
    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!
    Events in Chicago · 12 guests

    40ft Sea Ray Sundancer 370 Yacht Chicago Lights Music Fun!

    New
    Superowner
    $250/hour
    Limited Availability
    Come enjoy fun in the sun on our 30ft Bayliner Ciera for 8 passengers in Chicago
    Events in Chicago · 8 guests

    Come enjoy fun in the sun on our 30ft Bayliner Ciera for 8 passengers in Chicago

    4.8
    $300/hour
    Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht
    Events in Chicago · 12 guests

    Cruise Lake Michigan in Chicago aboard 39' Sea Ray Sundancer Motor Yacht

    5.0
    Superowner
    Best of 2026
    $350+/hour
    Instant Book

    Top Destinations Nearby

    Illinois Reviews

    1. 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!

    2. CH

      Carlisha

      Private Boat Charter - Sea Ray 390 Sundancer In Chicago

      Everything was five stars from the time we stepped on the dock to the time we returned. We had an amazing time! Thank you sooooo much. Until next time!

    3. Olivia

      Olivia

      Chicago: Classic 63' Chris Craft Constellation Luxury Yacht w/ Exquisite Style

      Great coordination ahead of time, super convenient to board from the river, beautifully kept vintage boat!

    4. Khalia

      Khalia

      Chicago Summer In Style - 33' Monterey 302 Yacht for Charter on Lake Michigan!

      Loved the boat had a great experience very fast response and accommodated all our needs

    5. VF

      Victoria

      Burnham Harbor Experience Chicago like never before on 35ft Maxum Motor Yacht

      Super great! He was so responsive and had a blast at the Playpen!

    6. SA

      Sonika

      'Aquaholic' 40' Sea Ray Captained Charter on with all amenities in Chicago!

      Had an amazing time! Danyelle’s crew was great!

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