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    4.9
    (22,823 Reviews)

    Page 4 of 10 • 240 listings

    Limited Availability
    50ft Double Deck Yacht "Liquid Asset 3" in Chicago!
    Events in Chicago · 13 guests

    50ft Double Deck Yacht "Liquid Asset 3" in Chicago!

    New
    Superowner
    Best of 2026
    $300/hour
    Limited Availability
    Drive It Yourself Or Hire Captain! Affordable Sea Ray Bowrider!
    Powerboats in Chicago · 8 guests

    Drive It Yourself Or Hire Captain! Affordable Sea Ray Bowrider!

    4.8
    Superowner
    Best of 2026
    $150+/hour
    Limited Availability
    42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion
    Events in Chicago · 12 guests

    42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

    5.0
    $250/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
    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
    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
    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
    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
    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago
    Events in Chicago · 12 guests

    Luxury 54' Sea Ray Sundancer Yacht for Charter in Chicago

    5.0
    $500/hour
    Limited Availability
    Luxury Cruising on Lake Michigan aboard 32' Chaparral Signature Yacht
    Powerboats in Chicago · 12 guests

    Luxury Cruising on Lake Michigan aboard 32' Chaparral Signature Yacht

    4.9
    Superowner
    $300/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
    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
    Limited Availability
    Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!
    Events in Chicago · 11 guests

    Charter a 40' Luxury Beneteau Gran Tursimo Yacht - 11 Guests, 3 Boats Available!

    4.8
    $200/hour
    40' Cruisers Yachts "Bad Boys II" for rent in Chicago
    Events in Chicago · 13 guests

    40' Cruisers Yachts "Bad Boys II" for rent in Chicago

    New
    $818/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
    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago
    Events in Chicago · 12 guests

    34' Luxury Sea Ray Sundancer Yacht in Excellent condition for rent in Chicago

    New
    $350+/hour
    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago
    Events in Chicago · 12 guests

    Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

    5.0
    $500/hour
    "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
    High Demand
    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
    Luxury 40' Sea Ray Sundancer Motor Yacht with Premium Sound System in Chicago
    Events in Chicago · 12 guests

    Luxury 40' Sea Ray Sundancer Motor Yacht with Premium Sound System in Chicago

    5.0
    $300/hour
    Limited Availability
    SeaRay 330 Motor Yacht Charter in Chicago, Illinois for 12 Guests
    Events in Chicago · 12 guests

    SeaRay 330 Motor Yacht Charter in Chicago, Illinois for 12 Guests

    5.0
    $200/hour
    Limited Availability
    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago
    Events in Chicago · 12 guests

    Beautiful 37' Sea Ray Sundancer Perfect for Any Occasion In Chicago

    New
    $300/hour
    Classic 43' Hatteras with Captain included in Chicago
    Events in Chicago · 6 guests

    Classic 43' Hatteras with Captain included in Chicago

    New
    $300+/hour
    High Demand
    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun
    Events in Chicago · 12 guests

    36ft Luxury Silverton Motor Yacht in Chicago - 12 Guests Can Relax and Have Fun

    New
    $275/hour

    Top Destinations Nearby

    Local Tours Reviews

    1. AP

      Ashley

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

      Great experience. From the moment I submitted my request for the boat, extremely fast communication. Very much appreciate all the great communication and timeliness. The actual boat ride was so fun, and it flowed so well- from the morning of, when i got a text from the captain about where to meet, to getting on the water. Great experience.

    2. Andre

      Andre

      Gorgeous 54' Sea Ray Sundancer w/ Huge Cockpit for Parties & Dancing in Chicago

      Lashawn and her crew are an experience like no other. You get persons who are attentive, Supportive and likeminded as it relates to one’s needs and likeness. An amazing team of professionals that seeks to offer the best in customer services and responsiveness. X

    3. CF

      Colleen

      42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

      We had the best time! The boat was beautiful, everything was super clean, and the crew was so friendly and helpful. They made the whole experience easy and fun. We would 100% book again. Highly recommend!

    4. MF

      Madalyn

      42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

      I had a great experience and we had an absolutely beautiful time for my sister‘s bachelorette! The captain was great!

    5. AL

      Anneliese

      42ft Trojan Party Yacht Chicago for 12 Guests Every Occasion

      We had the best time on the boat! Just as advertised and our captain was great.

    6. 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

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