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
    (6,198 Reviews)

    Page 12 of 12 • 285 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    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
    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht
    Events in Chicago · 12 guests

    Lake Michigan Adventure on 33ft Sea Ray Sundancer Motor Yacht

    New
    $275/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
    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
    High Demand
    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
    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
    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
    $400/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
    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
    Classic 43' Hatteras with Captain included in Chicago
    Events in Chicago · 6 guests

    Classic 43' Hatteras with Captain included in Chicago

    New
    $300+/hour
    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
    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
    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 02 Oct 2026
    Limited Availability
    29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests
    Events in Chicago · 6 guests

    29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

    5.0
    Superowner
    Snoozed - Active 27 Aug 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
    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

    5.0
    Snoozed - Active 02 Sep 2026
    Limited Availability
    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
    49ft Four Winns V475 Yacht at Navy Pier, Chicago: Cabins, AC, Bareboat Charter
    Events in Chicago · 13 guests

    49ft Four Winns V475 Yacht at Navy Pier, Chicago: Cabins, AC, Bareboat Charter

    New
    Snoozed - Active 20 Aug 2026
    55' Luxury Yacht in Chicago | Multi-Level Entertaining & Skyline Cruise
    Events in Chicago · 13 guests

    55' Luxury Yacht in Chicago | Multi-Level Entertaining & Skyline Cruise

    New
    Superowner
    Snoozed - Active 02 Sep 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

    Top Destinations Nearby

    Chicago Reviews

    1. MG

      Maddy

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      We had such a great trip. We got a nice tour of the city and then were able to anchor up in a nice spot to relax tied up on floaters to the boat. The boat has everything you need. And captain was so helpful and accommodating. We really enjoyed our time!

    2. SR

      Sarah

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      Had a great time, captain was thorough in his explanation of how to get to the boat, was great communicating and we had a wonderful ride! We were a little late due to traffic and he was kind enough to extend a few extra minutes so we had the full time on the boat which was very generous!

    3. JG

      Joshua

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

      Dee was very communicative. Directions were clear and she made time to introduce herself to us. I’ll be using Dee again next time.

    4. gs

      grey

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      PERFECT DAY! worth every penny. captain memo is so welcoming, accommodating, kind, and a wonderful vibe. highly recommend booking with him. you will NOT regret it!

    5. KP

      Katherine

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      We had an amazing time!! Very communicative and efficient.

    6. BM

      Bri

      29ft Sea Ray Sundancer Captained Boat In Chicago for 6 Guests

      Our boat captain was the best! He went above & beyond to make sure we had everything we needed to make my bday boat trip special :)

    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