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    Illinois, US Boat Rentals & Yacht Charters

    4.9
    (5,911 Reviews)

    Page 11 of 13 • 300 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago
    Powerboats in Chicago · 20 guests

    Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

    5.0
    Superowner
    Best of 2026
    $700/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
    120 Passenger - 78' Power Catamaran - Perfect for Events in Chicago
    Events in Chicago · 120 guests

    120 Passenger - 78' Power Catamaran - Perfect for Events in Chicago

    New
    Superowner
    $1,600/hour
    High Demand
    45ft Sea Ray Sundancer Motor Yacht Pure Comfort in Chicago!
    Events in Chicago · 10 guests

    45ft Sea Ray Sundancer Motor Yacht Pure Comfort in Chicago!

    5.0
    $300/hour
    High Demand
    Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible SoundSystem!
    Events in Chicago · 12 guests

    Clean 40' Sea Ray Motor Yacht With Plenty of Room and Incredible SoundSystem!

    5.0
    $350/hour
    Limited Availability
    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois
    Events in Chicago · 12 guests

    Beautiful 39ft Double Decker Carver Mariner Luxury Yacht in Chicago, Illinois

    New
    $350/hour
    Limited Availability
    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests
    Events in Chicago · 12 guests

    Chicago Private Yacht Charter Experience on 54’ Neptunus Express - 12 Guests

    New
    $300/hour
    Limited Availability
    Cruise on the New & Luxurious 2024 30ft Chaparral Motor Yacht in Chicago!!!
    Powerboats in Chicago · 10 guests

    Cruise on the New & Luxurious 2024 30ft Chaparral Motor Yacht in Chicago!!!

    5.0
    $250/hour
    Limited Availability
    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests
    Events in Chicago · 12 guests

    Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

    5.0
    $350/hour
    Limited Availability
    See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht
    Events in Chicago · 12 guests

    See the Gorgeous Chicago Skyline & Experience Lake Michigan on 33' Sea Ray Yacht

    New
    $275/hour
    Limited Availability
    Luxury 50’ Ocean Yacht Charter in Chicago - Captain and Crew Included
    Events in Chicago · 6 guests

    Luxury 50’ Ocean Yacht Charter in Chicago - Captain and Crew Included

    New
    $450/hour
    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises
    Events in Chicago · 12 guests

    41' Luxury Four Winns Vista Yacht Charter in Chicago | Playpen & Skyline Cruises

    New
    $300/hour
    Limited Availability
    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
    High Demand
    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests
    Events in Chicago · 6 guests

    32ft SeaRay Sundancer Motor Yacht for Charter in Chicago for 6 Guests

    5.0
    $300/hour
    Limited Availability
    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends
    Events in Chicago · 12 guests

    Party Cruise on 40ft Sea Ray Express Yacht Chicago for You & 12 Friends

    New
    $300+/hour
    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 10 guests

    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht

    New
    $275/hour
    Limited Availability
    44ft Regal Commodore Motor Yacht Charter In Chicago
    Events in Chicago · 13 guests

    44ft Regal Commodore Motor Yacht Charter In Chicago

    5.0
    $275/hour
    Limited Availability
    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht
    Events in Chicago · 10 guests

    Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

    5.0
    $150/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
    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!
    Events in Chicago · 12 guests

    See Chicago like no one else can! Rent Sea Ray 350 Sundancer Motor Yacht!

    New
    $300+/hour
    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests
    Events in Chicago · 13 guests

    2018 Luxury 52ft Azimut Fly 50 Motor Yacht Rental in Chicago, IL for 13 Guests

    New
    $1,000/hour
    Limited Availability
    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht
    Events in Chicago · 12 guests

    Catch a summer vibe on the water aboard 39' Sea Ray motor yacht

    New
    $225/hour
    No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor
    Events in Chicago · 13 guests

    No Tie Ups - 40ft Sea Ray Yacht lots of room for 13 at DuSable Harbor

    New
    $250/hour
    Instant Book
    Limited Availability
    Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests
    Events in Chicago · 12 guests

    Chicago’s Casual Lakefront Escape On 29' Sea Ray Sundancer Yacht - 12 Guests

    New
    $250/hour

    Top Destinations Nearby

    Illinois Reviews

    1. AD

      Afshan

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Amazing experience! Very hospitable service and more than we could imagine! My group and I had an amazing time. Very professional service, very knowledgeable and friendly. Loved it and cannot wait for our next experience with Captain G and team!

    2. LG

      Lukas

      Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

      Really enjoyed the day on the water with Captain Greg! He provided such a welcoming environment for the group and I would definitely book again.

    3. KF

      Kyranni

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Me an my bridal party had a great time on Captain G’s boat! Captain TJ was an amazing captain and so was the deck hand + deck hand in training. I will definitely be rebooking in the future and I recommend you book too!

    4. CP

      Chandni

      Chicago Lakefront Cruise on 33ft Ciera Bayliner Yacht

      Captain G was easy to work with and was a great help during the booking process. His boat was clean and we had a great time during our sunset cruise!

    5. WW

      William

      Scenic Lake Michigan Cruises on a 35’ Formula Sun Sport Yacht - 12 Guests

      Great host with great communication, boat was clean and felt very safe

    6. sc

      steve

      Private Charter 38' Party Pontoon for up to 20 Guests in Chicago

      Great time cruising the river and watching the fireworks.

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