Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Getmyboat Logo

    Chicago, Illinois Boat Rentals & Yacht Charters

    4.9
    (6,055 Reviews)

    Page 12 of 12 • 287 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Limited Availability
    Sea Ray 400 Express Cruiser Yacht Available In Chicago
    Events in Chicago · 12 guests

    Sea Ray 400 Express Cruiser Yacht Available In Chicago

    5.0
    $250/hour
    Limited Availability
    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
    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
    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
    Events in Chicago · 8 guests

    Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

    New
    $250/hour
    Limited Availability
    Classic 43' Hatteras with Captain included in Chicago
    Events in Chicago · 6 guests

    Classic 43' Hatteras with Captain included in Chicago

    New
    $300+/hour
    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
    Limited Availability
    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat
    Events in Chicago · 13 guests

    Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

    5.0
    $225/hour
    Limited Availability
    Crewed Charter: 47’ Neuville - 20-Passenger Boat! (No Downtown Traffic)
    Powerboats in Hammond · 20 guests

    Crewed Charter: 47’ Neuville - 20-Passenger Boat! (No Downtown Traffic)

    New
    $630/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

    5.0
    $300+/hour
    Chicago Lake Adventure on 24ft Former Military Willard Marine SeaForce Boat!
    Powerboats in Chicago · 6 guests

    Chicago Lake Adventure on 24ft Former Military Willard Marine SeaForce Boat!

    New
    $270/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
    Charter Sea Ray Sundancer 40’ Motor Yacht In Chicago
    Events in Chicago · 13 guests

    Charter Sea Ray Sundancer 40’ Motor Yacht In Chicago

    4.9
    $200/hour
    Cruise Lake Michigan on a 39ft Sea Ray 390 Express Cruiser for 12 Guests
    Events in Chicago · 12 guests

    Cruise Lake Michigan on a 39ft Sea Ray 390 Express Cruiser for 12 Guests

    New
    $250/hour
    Limited Availability
    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan
    Events in Chicago · 6 guests

    31ft Cabin Cruiser Yacht Charter with USCG Master Captain On Lake Michigan

    New
    $300/hour
    Limited Availability
    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!
    Events in Chicago · 13 guests

    52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

    5.0
    $225+/hour
    Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor
    Sailing in Chicago · 3 guests

    Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

    4.9
    Snoozed - Active 15 Jul 2026
    Limited Availability
    Top of the line Sea Ray Sundancer 340 Motor Yacht - Accommodate 12 Guests
    Events in Chicago · 12 guests

    Top of the line Sea Ray Sundancer 340 Motor Yacht - Accommodate 12 Guests

    3.8
    Snoozed - Active 18 Jul 2026
    Unique Experience with our Sea Ray 330 Sundancer Yacht for 7 Guests in Chicago
    Powerboats in Chicago · 7 guests

    Unique Experience with our Sea Ray 330 Sundancer Yacht for 7 Guests in Chicago

    5.0
    Snoozed - Active 02 Jan 2027
    Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago
    Events in Chicago · 12 guests

    Captained Charter: 36ft Carver Mariner Motor Yacht In Chicago

    4.9
    Snoozed - Active 25 Jul 2026
    51ft Sea Ray Sundancer Yacht at Diversey Harbor!
    Events in Chicago · 12 guests

    51ft Sea Ray Sundancer Yacht at Diversey Harbor!

    5.0
    Snoozed - Active 02 Jan 2027
    Cruise Diversey Harbor Aboard a 40' Sea Ray Sundancer in Chicago!
    Events in Chicago · 13 guests

    Cruise Diversey Harbor Aboard a 40' Sea Ray Sundancer in Chicago!

    New
    Snoozed - Active 12 Oct 2026
    Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests
    Events in Chicago · 10 guests

    Tour Chicago On Our Beautiful 31' Sea Ray Sundancer -Accommodate up to 10 Guests

    New
    Snoozed - Active 02 Aug 2026
    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun!
    Events in Hammond · 10 guests

    Cruise Chicagoland from a Beautiful 44ft Maxum Yacht Ready for Sun And Fun!

    New
    Snoozed - Active 14 Jul 2026

    Top Destinations Nearby

    Chicago Reviews

    1. TH

      Tamaria

      Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

      Jason was super communicative and helpful when it came to answering questions I had prior to utilizing the boat. The boat was a great place for me to celebrate the 4th when my friends came in town. I will definitely be booking with him again!

    2. AE

      Ahmad

      Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

      This is our third time renting a boat from Jason, and once again, we were completely impressed. The entire experience, from the boat itself to the communication, is always top-notch. For this outing, we had Jimmy as our captain, and I cannot recommend him enough! He was fantastic and truly elevated the whole experience for our group. It is always a pleasure dealing with Jason, and we already can't wait to rent from him again!

    3. AP

      Alysha

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Had an amazing and smooth experience with Jason and our captain! Everything on the listing was accurate and communication was clear.

    4. SB

      Sarah

      52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

      Great experience! Communicative host, boat as described, definitely a great value for our money. Would recommend!

    5. DG

      David

      Sea Ray 400 Express Cruiser Yacht Available In Chicago

      Easy and helpful! Very communicative and safe experience.

    6. Erica

      Erica

      Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

      Ben is wonderful he is so passionate and knowledgeable about sailing and he made it a great time.

    About

    1. About Getmyboat
    2. Careers
    3. Media Inquiries
    4. Terms of Use
    5. Privacy Policy
    6. Cookies Policy
    7. Accessibility Statement
    8. Member Interface Agreement
    9. Sitemap
    10. Contact Us

    Learn More

    1. How It Works
    2. For Owners
    3. Mobile Apps
    4. Safety

    Experiences

    1. Boat Rentals
    2. Jet Ski Rental
    3. Fishing Charters
    4. Houseboat Rental
    5. Pontoon Rental
    6. Yacht Rental
    7. Sailboat Rental
    8. Bachelorette Party Boat Rental
    9. Party Boat Rentals

    Journal

    1. Company News
    2. Lifestyle
    3. Experiences Guide
    4. Destinations
    5. Tips for Renters and Owners

    Popular Destinations

    1. Miami
    2. Lake Lanier
    3. Lake Tahoe
    4. San Diego
    5. Lake Travis
    6. Newport Beach
    7. Chicago
    8. Lake Norman
    9. Key Largo
    10. Destin
    11. Marathon

    24/7 Live Support

    1. Help & FAQs
    2. +1 818 927 2148
    3. support@getmyboat.com

    Real reviews from happy Getmyboaters.

    4.9 out of 5! 500,000+ reviews

    • Download on the App Store
    • Get it on Google Play
    © Getmyboat 2026
    TermsPrivacy