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    Browse Illinois Boat Rentals.

    4.9
    (5,536 Reviews)

    Page 3 of 12 • 277 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    High Demand
    40' Luxury Cruiser Yacht for Charter in Chicago
    Events in Chicago · 12 guests

    40' Luxury Cruiser Yacht for Charter in Chicago

    4.9
    $300/hour
    '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
    Good Vibes Only Aboard This Spacious 34’ Silverton Yacht
    Events in Chicago · 12 guests

    Good Vibes Only Aboard This Spacious 34’ Silverton Yacht

    5.0
    $200/hour
    Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)
    Events in Chicago · 13 guests

    Multi Level LUXURY Yacht Rental in Chicago - Water toys are included! (M)

    4.9
    Superowner
    Best of 2025
    $250/hour
    37' Spacious Party Yacht For Every Occasion
    Events in Chicago · 12 guests

    37' Spacious Party Yacht For Every Occasion

    5.0
    $225/hour
    Luxury 28 ft Chaparral 277 SSX Vessel
    Powerboats in Chicago · 10 guests

    Luxury 28 ft Chaparral 277 SSX Vessel

    5.0
    $250/hour
    36ft Carver Mariner Motor Yacht in Chicago
    Events in Chicago · 12 guests

    36ft Carver Mariner Motor Yacht in Chicago

    4.9
    $350/hour
    42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!
    Events in Chicago · 12 guests

    42ft Party Yacht w/ HUGE Open Seating Area! Playpen-Fireworks + More!

    New
    $250/hour
    Instant Book
    LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)
    Events in Chicago · 13 guests

    LUXURY Multi Level Meridian Yacht! Water Toys Included - Chicago, IL (I)

    5.0
    Superowner
    Best of 2025
    $250/hour
    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 2025
    $150+/hour
    Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor
    Sailing in Chicago · 3 guests

    Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

    4.8
    $120/hour
    High Demand
    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
    $250+/hour
    High Demand
    LUXURY - Spacious, Clean 40' Cruiser's Yacht (Super Owner) in Chicago, IL!!
    Events in Chicago · 12 guests

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

    5.0
    Superowner
    $300+/hour
    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob
    Events in Chicago · 5 guests

    Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

    5.0
    Superowner
    $200/hour
    Price Drop!!! Sunday Morning Special!!35' Luxury Motor Yacht
    Events in Chicago · 12 guests

    Price Drop!!! Sunday Morning Special!!35' Luxury Motor Yacht

    4.3
    $180+/hour
    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion
    Events in Chicago · 10 guests

    Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

    4.9
    Superowner
    Best of 2025
    $210/hour
    33ft Day Boat in Chicago
    Events in Chicago · 10 guests

    33ft Day Boat in Chicago

    4.9
    $375/hour
    27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform
    Events in Chicago · 6 guests

    27' Sea Ray Sundancer – Luxury Cruise with Extended Swim Platform

    5.0
    $250/hour
    62' $2M Italian Luxury Yacht with Party up to 12
    Events in Chicago · 12 guests

    62' $2M Italian Luxury Yacht with Party up to 12

    5.0
    Superowner
    Best of 2025
    $800/hour
    Instant Book
    New Spacious 40ft Cruisers Yacht for Rent in Chicago
    Events in Chicago · 12 guests

    New Spacious 40ft Cruisers Yacht for Rent in Chicago

    5.0
    Superowner
    $400/hour
    Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad
    Events in Chicago · 12 guests

    Sea Ray 48' Chicago Playpen, River, Winery, Lilly Pad

    5.0
    Superowner
    $375+/hour
    Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties
    Events in Chicago · 12 guests

    Enjoy Chicago! 46' Beautiful Sea Ray Yacht - Perfect for Parties

    5.0
    Superowner
    Best of 2025
    $200/hour
    High Demand
    Stunning Multi-Level 47’ Carver Yacht in Chicago for up to 13 Guests
    Events in Chicago · 13 guests

    Stunning Multi-Level 47’ Carver Yacht in Chicago for up to 13 Guests

    4.8
    $300/hour
    Summertime Chi Vibes - Soak up the Sun in Style!
    Powerboats in Chicago · 6 guests

    Summertime Chi Vibes - Soak up the Sun in Style!

    5.0
    $300/hour

    Top Destinations Nearby

    Illinois Reviews

    1. CM

      Caley

      Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

      Amazing time! Ben is a very experienced and knowledgeable captain , he taught us how to steer the boat and answered all our questions. Hes very nice and made the ride great! You also get an amazing view of the city that you can’t get anywhere else I brought my boyfriend as a birthday present and it was perfect!

    2. Ben

      Ben

      Beautiful Ranger 22 Sailboat for rent in Chicago Monroe Harbor

      Ben was an awesome captain and a pleasure to be around during our two-hour trip. His boat is the perfect setting for a romantic date night, and I highly recommend experiencing the sunset on board, the views were absolutely amazing!

    3. Sharon

      Sharon

      Private Tours on 27' Baja Boss Speedboat in Chicago with Captain Bob

      Captain Bob was friendly, professional, and made sure my husband and I had the best time. We enjoyed seeing the spectacular Chicago Skyline and Navy Pier Fireworks from a prime spot on the lake. Captain Bob’s experience also made us feel at ease, especially being on the lake at night. Highly recommend Captain Bob!

    4. SK

      Shahzeb

      Good Vibes Only Aboard This Spacious 34’ Silverton Yacht

      This was a very fun experience! The boat was super nice and had a lot of space for our group to spread out. Booking was very easy and Candice was very accommodating of our time. Would definitely book again!

    5. ED

      Elena

      40' Luxury Cruiser Yacht for Charter in Chicago

      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!!! 🙌⛵️❤️

    6. Pradyu

      Pradyu

      37' Spacious Party Yacht For Every Occasion

      Had a fantastic time on the yacht! Communication and service were excellent throughout, and the captain made everything smooth. The boat was a little rocky, but I’d chalk that up to the conditions of the day. Overall, an amazing day out on the water — would definitely recommend

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