Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. 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

2. 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.

3. LH

   Lauren

   Experience Lake Michigan like never before on Beautiful 35ft Maxum

   We had Jay as our captain and he was so sweet and helpful. It was a crazy day with rain and weather but he did all he could to make sure we still had fun and we were safe at the same time! It was a gorg lil boat. Overall amazing experience!

4. 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!

5. WM

   William

   68' Luxurious Private Yacht Charters in Chicago

   Exceptional experience with Captain John and Captain Brian. Highly recommend!

6. AC

   Andrew

   Lake Michigan Chicago Yacht Party – 40' Luxury Sea Ray for Up to 12 Guests

   We had a great time. Very nice boat and lily pad. Wonderful day and Mark started us off with a cooler full of ice and water!