Incredible sailboat rentals in Illinois, United States.

Sailing Reviews in Illinois

1. AD

   Alejandro

   Charter a 31' Pearson Cruising Sloop, Chicago

   Great overall experience. I must advice that I had to adjust my plans from what I initially had in mind. I had to get props for the experience on my own, which complicated the planning and fortunately resulted all right. Also, it wasn’t until after booking my experience that I realized that Captain Joey was thinking of going out for a motorboat ride rather than for a sail, which would’ve been a total bummer - I had to talk him into this plan and he kindly agreed to doing so.

2. AC

   Alicia

   37' Luxury Sailing Yacht in Downtown Chicago

   When I say I celebrated my 36th birthday on this beautiful boat, it was AMAZING!! Cait was so incredibly helpful and prompt with any questions I had. Her husband Greg was the coolest captain you could possibly meet. I wish I could rate this 10 stars, for it was truly a wonderful experience! You can’t go wrong if you book with them!! Thank you again!!

3. 

   Andrew

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

   Our group had a great time! I would recommend using Nicole for your sailing trip!

4. 

   Jose Antonio

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

   We have a great picnic! And birthday cake for our son! Thks!

5. 

   Alexander

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

   Such a great outing! We went for my girlfriend’s birthday and had the best time. Amazing boat, amazing captain, amazing dog! Could not have gone better.

6. RM

   Raymond

   37' Luxury Sailing Yacht in Downtown Chicago

   Cait was a lifesaver! Another captain canceled on me less than 40 hours from a booking on a Saturday! The horror of potentially having 10 guest in my crew with that time of letdown was so disappointing. Luckily Cait answered my bat signal and things happen for a reason because we got her amazing sailing yacht and awesome husband, captain Greg, to take care of us which was such a great upgrade! Thank you for taking such good care of us! We will be back and recommending you to all our friends!