Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. HG

   Haley

   1962 Chris Craft Yacht Charter on the Chicago River!

   Our boat trip with Albert was fantastic. He was so accommodating and helpful with setting up the trip exactly how we wanted it to be. I would highly recommend a boat trip with him. Thank you!

2. JG

   Jennifer

   Enjoy "The Good Life" - 35' Four Winns

   boat good size for our group of 10, was disappointed we could not sit on the back of the boat while sailing...it would have helped with the space for our group and the experience, especially at night. Roger our captain was wonderful - polite, professional, made our safety first

3. KF

   Khari

   Luxurious 47' Sea Ray Sun Yacht - Explore Lake Michigan the Ultimate Experience

   We had an amazing time out on the water thanks to boat owner Breanna and Captain Mike! From the moment we arrived, everything was handled professionally and with such a warm, welcoming attitude. Breanna made the booking process smooth and stress-free, and Captain Mike was outstanding—friendly, knowledgeable, and clearly experienced. What stood out the most was how safe we felt the entire time. Captain Mike explained all the safety protocols before we left the dock, and throughout the trip, he stayed attentive and in control. It allowed us to fully relax and enjoy the experience, knowing we were in great hands. The boat was clean, comfortable, and well-equipped. Whether you’re looking to cruise, swim, or just soak up the sun, this is the trip to book. We highly recommend Breanna and Captain Mike to anyone looking for a safe and unforgettable boating experience. We’ll definitely be back!

4. SC

   Suzie

   Tiki Themed center console, 2 to 6 people, captain and beverage package included

   Captain Jack and the boat were fantastic and just what we needed to show friends a good time! I got a phone call confirming the time the night before, and then Captain Jack texting me afternoon of to see if I had questions. You can't BYOB, but he helped us get to the front of the line to buy drinks at the hut to bring onboard. He was super helpful and we had a great time - will be booking him and this boat again!

5. SR

   Staci

   DiverseyHarbor Luxury 44' Yacht- Free Champagne, Free Fuel, Free Floating Island

   I would highly recommend booking with Nick. The boat was very nice, Nick was super responsive and easy to work with, and his Captain pick (Lee) was amazing. No complaints and made for a very smooth booking and charter experience.

6. TM

   Travis

   52' Cruisers Yachts 500 Express Luxury Yacht Rental in Chicago, Illinois

   10/10 would recommend booking with West. From inquiry to day of, the communication with West was great.The boat is gorgeous and spacious. My friends and I enjoyed the experience and would definitely book again.