The Best Boat Rentals in Chicago

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

Jason and Justin did a great job communicating and coordinating our trip. We did 3 hours and then the rain affected our time so we added another hour. Justin was a fun captain and helped us have the best time possible. We definitely recommend renting Jason’s yacht and having Justin as your captain. Will be back for the next season of boating!

Diversey Harbor Gorgeous 46' Sea Ray Luxury Yacht

Had an incredible time out on Kevin’s boat. We had Captain Justin and I couldn’t recommend him enough. We were celebrating a bachelor party and this was the highlight of the weekend!

Captain Memo's 28 ft. Sea Ray in Chicago

An awesome experience - right from booking the trip, the trip itself, and the warmth and responsiveness of Capt Memo. The boat was awesome - clean and with space up front and in the back of the boat. Capt Memo asked us upfront how we wanted to spend our time and ensured we got exactly what we wanted. He also took some great pictures which he shared promptly. And he engaged with us when we welcomed it but also gave us space when we wanted it. All in all, we loved the experience and will certainly be back

70' EXCLUSIVE Motor Yacht NEW to Chicago

Damian and Monica (and Jimmy) were a pleasure as captain, staff, and assisting with our trip. Everything was on time and their initial instructions were easy to understand and friendly. Our trip included both the the river and lake and was a beautiful day. Our originally scheduled Saturday had bad weather forecasted and we were lucky enough to reschedule for the day after. This was a surprise for my Mom and when the boat arrived it was huge, clean and ready to go. We brought our own food, drinks, and also had the ability to play our own music. The boat was the biggest on the water and we loved the multiple locations on the boat to hang out to eat and drink. It was an unforgettable day and I would not hesitate to use them again. I highly recommend it!

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

Jason has very competitive pricing that is well worth it. Communication was very easy. He provided me with a very simple list to find a captain (which was the piece I was most worried about). The boat came with ice and cups which made it so easy for hosting. Had a great time!

Diversey Harbor 46 ft Luxury Yacht Perfect Play Pen Boat

We had an amazing time on Jason’s boat celebrating a 30th birthday! Our captain Justin was phenomenal. Everything was just as it was on the listing. Boat was clean, as was the bathroom. Ice and coolers were provided as well as kitchen utensils. An amazing deal comparatively. Wouldn’t change a thing! Thank you Jason and Justin!