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Awesome powerboat, pontoon, and RIB rentals near Chicago, Illinois.

Average of 200 reviews in this area.
1 - 18 of 28 listings
44 ft Yacht for Chicago Playpen with Rafts (Beautiful)
hour$400
ChicagoPowerboats, Pontoons, & RIBs
12 guests

44 ft Yacht for Chicago Playpen with Rafts (Beautiful)

28 results

Search top powerboat rentals, pontoon rentals, and RIB rentals in Chicago, Illinois.

Chicago, Illinois is a great place to rent a boat. You can rent or charter a pontoon, powerboat, or RIB. Whether you're looking for a leisurely cruising experience or something a little faster, you'll find the perfect boat for your needs. Rent or charter a boat with or without a captain for your convenience. Chicago, Illinois is a wonderful boat rental destination.

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Experiencing the water has never been easier thanks to GetMyBoat. GetMyBoat allows you to quickly search, compare prices, submit rental inquiries, and pay for your rental or charter from the convenience of your phone or computer. We offer a secure platform for renters to facilitate a seamless rental transaction. For boat owners, we connect millions of renters to their boat and provide the security and safe checks on each rental transaction.

Search for the perfect experience now and book your dream day out on the water.

GetMyBoat customer reviews for Powerboats, Pontoons, & RIBs in Chicago.

  1. AF
    Ann
    Sunday Funday

    Had an excellent experience. Captain Josh was accommodating to my schedule, great communicator and his boat and abilities were top notch. I felt safe and enjoyed every moment. Would highly recommend.

  2. KS
    Kendra
    Amazing Chapparal Signature 270 Yacht rental in Chicago

    It was easy to collaborate a trip out on Lake Michigan with Kim. She provided a captain who was friendly, safe, and knowledgeable about the Lake. It was also nice to have a bathroom aboard. Her boat fit us 5 adults plus a captain comfortably. Thank you Kim for coordinating this trip and for always getting back to me quickly. Kendra

  3. JW
    Joy
    Enjoy Chicago, on a beautiful Party Boat "FunTime 1"

    Wonderful demeanor and great guy is Captain Greg. Even in bad weather he made sure we all had fun etc. In the future if you need a table make sure you know to bring your own- for appetizers etc. Comfortable boat- and easy going. FUN.

  4. BR
    Brittany
    41 FOOT SEARAY/ PLAYPEN BOUND FOR FUN AND RELAXATION WITH FRIENDS AND FAMILY. Have your own USCG captain or we can provide you with a list of USCG captains.

    We had the best time on Dana's boat! It's spacious and easily fit all 12 of us. She was very communicative and explained everything prior to the charter. She answered all my questions and was a joy to work with! Definitely will be renting from her again.

  5. PW
    Patrick
    41 FOOT SEARAY/ PLAYPEN BOUND FOR FUN AND RELAXATION WITH FRIENDS AND FAMILY. Have your own USCG captain or we can provide you with a list of USCG captains.

    John and his wife were excellent hosts. They had provided a cooler w/ice, towels, and a nice vessel (albeit older) on which to spend our afternoon on the lake. They were competitively priced with similar vessels. The marina was quite a bit south of our lodging, however the ride up the Playpen did not take too long.

  6. cw
    carolyn
    33' Captained Yacht Charter in Chicago Aboard SeaVibes!

    I shopped around for the best captain and mate for a couple weeks and we sure found them. John and Ali made my daughters bday so special. They put up a birthday sign for her and didn’t even ask. The boat was spotless and they both are so personable and professional. I would give them 10 stars out of 5 if I could. My family will for sure be going out with them again. GREAT TIME