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    All listings in Illinois

    Incredible tours in Illinois, United States.

    4.9
    (5,510 Reviews)

    Page 2 of 12 • 273 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    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
    '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
    Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat
    Sailing in Chicago · 6 guests

    Come Sailing at Navy Pier Marina, Chicago - Beautiful 36' Catalina Sailboat

    5.0
    $225/hour
    Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago
    Events in Chicago · 12 guests

    Professionally Maintained 50' Sea Ray Sundancer for 12 Passengers in Chicago

    4.9
    $350/hour
    High Demand
    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago
    Events in Chicago · 13 guests

    Elegant 46ft Prestige Flybridge Luxury Yacht In Chicago

    4.9
    $400/hour
    High Demand
    Stunning 105ft Denison Party Yacht in Chicago
    Events in Chicago · 30 guests

    Stunning 105ft Denison Party Yacht in Chicago

    4.7
    $1,450+/hour
    High Demand
    Meridian 38 Luxury Yacht Multi-Level Private Charter with Water Toys in Chicago
    Events in Chicago · 13 guests

    Meridian 38 Luxury Yacht Multi-Level Private Charter with Water Toys in Chicago

    4.9
    Superowner
    $250/hour
    Instant Book
    High Demand
    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests
    Events in Chicago · 6 guests

    62ft Azimut Italian Yacht Charter Chicago for Up to 6 Guests

    5.0
    Superowner
    Best of 2026
    $500/hour
    Instant Book
    High Demand
    Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser in Chicago
    Events in Chicago · 12 guests

    Soak Up the Sun Onboard a 42' Sea Ray Express Cruiser in Chicago

    5.0
    $275/hour
    Limited Availability
    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
    High Demand
    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Ready to Use Doral Alegria 50' Yacht in Chicago, Illinois

    5.0
    $225/hour
    Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois
    Powerboats in Chicago · 8 guests

    Captained 27ft Bayliner Ciera Yacht in Chicago, Illinois

    4.6
    $275/hour
    Limited Availability
    Enjoy Chicago aboard 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!
    Events in Chicago · 12 guests

    Enjoy Chicago aboard 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

    4.9
    Superowner
    Best of 2026
    $400/hour
    Instant Book
    Limited Availability
    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
    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests
    Events in Chicago · 8 guests

    27ft Sea Ray Sundancer Cruiser on Lake Michigan near Chicago for Up to 8 Guests

    5.0
    $160/hour
    44ft Azimut Premier Party Yacht Chicago for Up to 13 - plus Jet Ski Available
    Events in Chicago · 13 guests

    44ft Azimut Premier Party Yacht Chicago for Up to 13 - plus Jet Ski Available

    5.0
    Superowner
    $625+/hour
    44ft Regal Luxury Yacht Perfect for Playpen Parties and Lake Michigan Cruises!
    Events in Chicago · 12 guests

    44ft Regal Luxury Yacht Perfect for Playpen Parties and Lake Michigan Cruises!

    5.0
    $275+/hour
    Set Sail with 36' Sailing Boat in Downtown, Chicago for 6 Guests
    Sailing in Chicago · 6 guests

    Set Sail with 36' Sailing Boat in Downtown, Chicago for 6 Guests

    5.0
    $225/hour
    High Demand
    Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)
    Events in Chicago · 13 guests

    Luxury Multi Level 38ft Meridian Yacht! Water Toys Included - Chicago, IL (I)

    5.0
    Superowner
    $250/hour
    Instant Book
    Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago - 7 Guests
    Events in Chicago · 7 guests

    Captained 51' Sea Ray Sundancer Luxury Yacht in Chicago - 7 Guests

    5.0
    Superowner
    $500+/hour
    High Demand
    46ft Maxum Motor Yacht Charters at Belmont Harbor Chicago Lake Michigan
    Events in Chicago · 6 guests

    46ft Maxum Motor Yacht Charters at Belmont Harbor Chicago Lake Michigan

    5.0
    $400/hour
    27ft Sea Ray Deck Boat for 5 Guests, Captain Included
    Powerboats in Chicago · 5 guests

    27ft Sea Ray Deck Boat for 5 Guests, Captain Included

    5.0
    $235/hour
    Limited Availability
    33ft Bayliner Powerboat Charter in Chicago for 10 Guests
    Events in Chicago · 10 guests

    33ft Bayliner Powerboat Charter in Chicago for 10 Guests

    4.6
    $300/hour

    Top Destinations Nearby

    Tours Reviews in Illinois

    1. JW

      Jenna

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

      Could not recommend more!! I booked for a birthday and was so impressed. First off, the customer service was amazing from time of booking to getting off the water. Troy called before and made sure we had any questions answered as well as just general chat about what we wanted the day to look like. Second, we had SO much fun on the water and our captain Jerry, and first mate Hannah were so welcoming and accommodating. They set us all up with games, made sure our drinks were filled, took group photos, and provided such a fun and safe experience. I will be sending all my friends this way because it was truly such an awesome day!

    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. MM

      Mina

      Enjoy Chicago aboard 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

      Consistent communication and seamless planning with Nasco! Great for a weekend on the boat for our Dallas visitors! Definitely booking again.

    4. VR

      Victor

      Meridian 38 Luxury Yacht Multi-Level Private Charter with Water Toys in Chicago

      Fantastic experience. This team takes care of their people. Captain Daniel is the best in the biz.

    5. ME

      Marcos

      44ft Azimut Premier Party Yacht Chicago for Up to 13 - plus Jet Ski Available

      Captain Tim was great! We had a great time and we would definitely book again!

    6. TJ

      Tanya

      Enjoy Chicago aboard 45' Sea Ray Express Cruiser Yacht - Perfect for Parties!

      Awesome time! Mike is really nice and our experience was perfect

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