Chicago, Illinois Boat Rentals & Yacht Charters

Chicago Reviews

1. AE

   Ahmad

   Diversey Harbor 48 ft Luxury Yacht Perfect Play Pen Boat

   This is our third time renting a boat from Jason, and once again, we were completely impressed. The entire experience, from the boat itself to the communication, is always top-notch. For this outing, we had Jimmy as our captain, and I cannot recommend him enough! He was fantastic and truly elevated the whole experience for our group. It is always a pleasure dealing with Jason, and we already can't wait to rent from him again!

2. ES

   Erin

   44ft Regal Commodore Motor Yacht Charter In Chicago

   Robert's boat was fantastic! Clean and equipped. He is an excellent communicator and we felt very well looked after. I will absolutely request to ride with Robert again!

3. AP

   Alysha

   52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

   Had an amazing and smooth experience with Jason and our captain! Everything on the listing was accurate and communication was clear.

4. RJ

   Rashad

   Captained Charter on 60ft Sea Ray Luxury Yacht in Chicago with Captain Sam

   Just want to say thank you again for just making sure we had fun & were safe. Had a great time, would definitely book again!

5. SB

   Sarah

   52' Sea Ray Motor Yacht - Largest Boat at Diversey Harbor – Perfect for PlayPen!

   Great experience! Communicative host, boat as described, definitely a great value for our money. Would recommend!

6. 

   Erica

   Beautiful Ranger 22 Sailboat for rent in Chicago's Monroe Harbor

   Ben is wonderful he is so passionate and knowledgeable about sailing and he made it a great time.