The Best Sailboat Rentals in Chicago

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

I was so happy to do this experience but I didn’t know that I was going to like it so much ! I would recommend having this boat for a 2 date or double date ! The owners are really lovely but the best part is going to the pope and sitting there ! Make sure you bring wine, glassware and whatever you want to have ! 2 hours was a perfect time for us! Us we were lucky enough to have of the best sunsets of the season !

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

I want to thank Nijole for her work . Everything was perfectly organized, swimming and sailing. My daughter got seasick and we received full support from the captain. There was also a miracle dog on board ! Dog swam with us and gave us a good mood! Thank you very much! If you want to have a wonderful time sailing, then you are definitely to Nijole! With respect, Vadim Pliss!

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

We loved our experience with Nijole. They took us all around the lake and we loved every minute of it. We even got to swim! They are also a very fun time to hang out with and enjoy the day. Definitely recommend and we will be booking with them multiple times this boating season.

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

Nijole was incredibly helpful, communicative, and kind. She was responsive and went above and beyond to help us reschedule when bad weather struck. We had a lovely trip and she and her husband were delightful to be around! I highly recommend their boat and I can’t wait to sail with them again sometime.

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

I can’t begin to express how kind and courteous our hosts were. They made our trip incredible from the time we stepped on the boat until the time we departed. My friends and I all felt that they went above and beyond to make our experience memorable. If you are looking for a good time on the water look no further and book right here!

Captained Charter this 36' C & C Cruising Monohull in Chicago, Illinois

We had SUCH a good time on Nijole's boat! We did a sunset/fireworks cruise and it was just the absolute best time, could not recommend it more highly. We were all talking about renting again with Nijole (and her husband and pup Piper) as soon as we got off!