Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. SC

   Suzie

   Tiki Themed 24' Key West Boat with Captain & Beverage Package | Chicago

   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!

2. 

   jaida

   32' Maxum 3000 SCR Motor Yacht on Lake Michigan, Chicago

   My friends and I had an amazing time on Vance’s boat! This is my second time renting his boat, and it’s always a pleasure. He is very responsive on the app, and created a great experience for us. He was also very understanding for a late comer in our group. Vance brought us to playpen in Chicago quickly and safely for the black charter weekend. I would highly recommend booking with Vance!

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. LL

   Lindsey

   Experience Luxury and Adventure on a 33' Sea Ray Sundancer Yacht in Chicago

   This trip was extremely easy and fun. Hans was so kind, and made sure our group was having a good time by going above and beyond and accommodating to us during a busy air and water show weekend. Could not recommend this booking more!!

5. SR

   Staci

   44ft Regal Commodore Yacht Chicago Free Fuel Champagne & 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. CH

   Chelsea

   Chicago: 52' Cruisers Express Luxury Yacht for Private Lake Michigan Cruises

   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.