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Browse Illinois Boat Rentals.

Page 12 of 12273 listings

Brand New 35' Sportsman located in River North, Chicago
Powerboats in Chicago · 12 guests

Brand New 35' Sportsman located in River North, Chicago

New
Snoozed - Active 02 Nov 2025
Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

Sea Ray 370 Sundancer Motor Yacht Rental in Chicago, Illinois

5.0
Snoozed - Active 03 Aug 2025
44' Sea Ray Express Luxury Motor Yacht Rental in Chicago
Events in Chicago · 13 guests

44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

4.9
Snoozed - Active 28 Jul 2025
Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable
Events in Chicago · 8 guests

Premium 28' Larson Cabrio with Ultra Loud Speakers and the Ultimate Inflatable

New
Snoozed - Active 10 Jul 2025
44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois
Events in Chicago · 13 guests

44' Luxury Sea Ray Express Yacht Rental/Party Boat in Chicago, Illinois

4.9
Snoozed - Active 02 Aug 2025
Big Party Boat for up to 24 people - at Navy Pier Marina
Events in Chicago · 24 guests

Big Party Boat for up to 24 people - at Navy Pier Marina

New
Snoozed - Active 02 Sep 2025
SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois
Events in Chicago · 12 guests

SeaRay 460 Sundancer Motor Yacht Rental in Chicago, Illinois

New
Snoozed - Active 02 Jan 2026
Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures
Events in Chicago · 12 guests

Spacious 37' Rinker Express - Perfect for Lake Michigan Adventures

New
Snoozed - Active 02 Nov 2025
Azimut 62s Motor Yacht In Chicago, Illinois
Events in Chicago · 12 guests

Azimut 62s Motor Yacht In Chicago, Illinois

New
Snoozed - Active 02 Jan 2026

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Illinois Reviews

  1. Mariah

    Mariah

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Jimmy’s boat was great and so was our captain! He was patient helped us out—the dock was towards the end of the harbor and he offered to drive closer to pick up so we wouldn’t need to walk so far with all our things! Thanks for a great experience!

  2. Sinead

    Sinead

  3. Anna

    Anna

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Amazing time on the lake and at the playpen! Perfect day and our captain was great! Keep in mind you have to plan to walk from the drop off area at 31st street harbor entrance, or wherever you park, and have a safety discussion before you leave so if get there 30 minutes early to walk from your car to the gate and get on board and settled to leave at your designated time.

  4. KH

    Kaitlyn

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    This was a great experience. I would DEFINITELY do it again and I highly recommend booking through Sophia. There was a party before us on the boat and the crew cleaned it up quickly and helped us get all our coolers and food and drinks on board. It was so great!!

  5. Rachael

    Rachael

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    Communication was not the best - but other than that the experience was fantastic! I booked the boat 5 days in advance and did not hear anything until a few hours before our trip - I was worried that it was not happening anymore. Crew, boat, pickup, and experience were all super fun though! Our group had an amazing time. I would definitely book again now that I know what to expect. Thanks Sophia!

  6. Katie

    Katie

    44' Sea Ray Express Luxury Motor Yacht Rental in Chicago

    We loved the boat. Very spacious and clean. Perfect boat for a group of 12 people. Only issue we had was lack of communication. I called to ask how we pay for the rest of the boat a few hours before departure, and on that call the boat owner told me we would now be departing out of 31st street harbor instead of Belmont. Wasn't sure if that would have ever been communicated to me if I didn't call. Also had to ask a lot of questions to understand what would be expected on the boat - ice, coolers, lily pad, speakers, etc. Would have loved proactive communication, but overall, not a big deal I would rent from this company again in a second!