The Best Sailboat Rentals Near Rockwall

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.

Morgan 382 Sailboat for charter in Pensacola, Florida

This was so fun! Robert made our sail so enjoyable on his beautiful boat. We enjoyed some sun and stayed out into the evening to watch the sunset. Would highly recommend booking with Robert!

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!!

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!

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

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

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.