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    All listings in Illinois

    Incredible tours in Illinois, United States.

    4.9
    (5,439 Reviews)

    Page 8 of 12 • 270 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    High Demand
    44ft Regal Commodore Yacht Chicago Free Fuel Champagne & Island
    Events in Chicago · 13 guests

    44ft Regal Commodore Yacht Chicago Free Fuel Champagne & Island

    5.0
    $250/hour
    40' Carver Motor Yacht with space all around available in Chicago
    Events in Chicago · 12 guests

    40' Carver Motor Yacht with space all around available in Chicago

    5.0
    $375/hour
    Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises
    Events in Chicago · 13 guests

    Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises

    5.0
    $750/hour
    38' Chaparral Signature Motor Yacht In Chicago - 13 Guests Capacity
    Events in Chicago · 13 guests

    38' Chaparral Signature Motor Yacht In Chicago - 13 Guests Capacity

    New
    $642/hour
    Limited Availability
    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat
    Powerboats in Chicago · 12 guests

    Luxury on the Lakefront | Playpen | Chicago River | 25' Monterey Captained Boat

    New
    $250/hour
    Limited Availability
    Anchor in the Famous Chicago Playpen with 37' Rinker Fiesta Vee Yacht
    Events in Chicago · 12 guests

    Anchor in the Famous Chicago Playpen with 37' Rinker Fiesta Vee Yacht

    5.0
    Superowner
    Best of 2026
    $325/hour
    Instant Book
    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago
    Events in Chicago · 10 guests

    Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

    5.0
    $400/hour
    40' Regal Commandore Luxury Cruiser in Chicago
    Events in Chicago · 12 guests

    40' Regal Commandore Luxury Cruiser in Chicago

    5.0
    $300/hour
    51' Sea Ray Sundancer for exciting cruises on Lake Michigan
    Events in Chicago · 12 guests

    51' Sea Ray Sundancer for exciting cruises on Lake Michigan

    New
    $788/hour
    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required
    Events in Chicago · 12 guests

    Sea Ray 370 Sundancer Motor Yacht Rental in Chicago - USCG Captain Required

    5.0
    $325/hour
    65' Sunseeker Manhattan Flybridge Charter on Lake Michigan, Chicago
    Events in Chicago · 13 guests

    65' Sunseeker Manhattan Flybridge Charter on Lake Michigan, Chicago

    New
    $400/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
    SeaDoo GTR 230 and RXT-X 300 Jet Ski Adventures on Lake Michigan
    Water Sports in Chicago · 3 guests

    SeaDoo GTR 230 and RXT-X 300 Jet Ski Adventures on Lake Michigan

    5.0
    $100+/hour
    Limited Availability
    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
    Limited Availability
    Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht
    Powerboats in Chicago · 12 guests

    Charter on Lake Michigan and the Chicago River | Sea Ray 300 Sundancer Yacht

    New
    $220+/hour
    Limited Availability
    Luxury 40ft Maxum 3700 SCR Motor Yacht Available To Cruise To The Playpen!
    Events in Chicago · 12 guests

    Luxury 40ft Maxum 3700 SCR Motor Yacht Available To Cruise To The Playpen!

    4.8
    $275/hour
    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht
    Events in Chicago · 12 guests

    Explore Chicago's Skyline and Waters on 34' Sea Ray 'Succession' Private Yacht

    5.0
    $315/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
    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
    Limited Availability
    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL
    Events in Chicago · 13 guests

    "Excelling in Excellence" 46' Azimut Yacht Charter in Chicago, IL

    New
    $772/hour
    Limited Availability
    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
    32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago
    Events in Chicago · 10 guests

    32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

    5.0
    $300/hour
    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)
    Events in Chicago · 12 guests

    42ft Sea Ray Motor Yacht in Chicago, Burnham Harbor (Up to 12 guests)

    New
    $300/hour
    Limited Availability
    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

    Top Destinations Nearby

    Tours Reviews in Illinois

    1. Kristin

      Kristin

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

      Incredible experience for my best friend’s bachelorette. The crew is so kind and served us drinks/food etc the entire time so we could focus on having fun! Great sound system as well! We felt very taken care of and highly recommend for an unforgettable experience!

    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. HB

      Holly

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

      Such a fabulous crew! Everything went perfectly. One of the best graduation parties we have ever thrown. So happy we were able to book on this boat with this crew!

    4. BG

      Britney

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

      Chris and his team were great to work with! I booked with them to celebrate a birthday and they were very accommodating, communicative, and made the experience so fun!

    5. BM

      Berkeley

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

      Captain T.J was fantastic! We had a great time with her!

    6. ED

      Elena

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

      We had the BEST time aboard Captain G’s boat thanks to Captain TJ & Deckhand Eric!!! Such a perfect sized boat for 12 people with awesome speakers & storage. Captain TJ was so fun and took some amazing photos/videos while we thoroughly enjoyed the playpen! Can’t wait to book them again next summer and would 11/10 recommend!!! 🙌⛵️❤️

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