Rent a Boat or Yacht in Chicago, Illinois

Chicago Reviews

1. AB

   Alexis

   Enjoy Chicago! Beautiful 31' Sea Ray Sundancer - Perfect for any Occasion

   So so fun for a bunch of 30 year olds! There was a little confusion on the morning of- the owner got confused and accidentally canceled the booking. But he was very communicative with the technical error and really great to work with. Great bang for your buck!

2. AH

   Amanda

   33ft Day Boat in Chicago

   BOOK THIS BOAT! Not only was Trevor super easy to work with when booking, but his dad, Paul, was our Captain, and he truly made the day for us. Perfectly communicative, allowed us to have our private time but then hilarious and fun to engage with one-on-one. He even pulled out his guitar to serenade us at one point. And then when my friend dropped her phone in the lake he was the first to rip off his shirt to dive in and try and find it. ABOVE AND BEYOND service. Can not recommend this boat more. The Heli Good Time is now going to be an annual summer booking for us :)

3. 

   CITLALLY

   33ft Day Boat in Chicago

   Trevor was a great Captain and made the experience fantastic from the beginning. He answered all of my questions pre-departure, assured the girls day went successful, and kept us all safe throughout our time at Playpen. Definitely recommend booking with him and looking forward to booking him again in the future! Thank you Trevor!

4. KF

   Kelsie

   33ft Day Boat in Chicago

   Trevor was a great captain, very knowledgeable about the area and was very communicative prior to the rental date. He went above and beyond to make sure that we knew the route to take with a busy NASCAR weekend to find the parking lot and dock, and made us immediately feel comfortable and safe being out on the water. A great experience!

5. TN

   Tashinga

   33ft Day Boat in Chicago

   The Chicago Captain experience was amazing! The boat was nice and fit me and my 8 friends perfectly. Captain Paul was really nice and welcoming to us all. We had such a good time and would highly recommend the Chicago Captain for your next boat experience!

6. RB

   Renata

   New Spacious 40ft Cruisers Yacht for Rent in Chicago

   Captain J was fantastic! This was our first time doing something like this and our group couldn’t have had a better experience. Captain J accommodated us in so many ways and responded to my many questions in a timely and considerate manner. I felt like we were so well taken care of. Our evening cruise was spectacular and Captain Dale was a fabulous guide. He took care of everything and made us feel so safe. I would recommend Captain J and Captain Dale to anyone looking for a great time out on the water!