The Best Sailboat Rentals Near Frisco

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

Nijole was a wonderful captain with great communication and flexibility. The change in plans due to weather was seamless. We had a great time on the lake with Nijole, Remus and Piper and will chose her again if we are back in Chicago and want to go out for a sail. Thanks again Nijole!

Captained Charter 62' Azimut Luxury Motor Yacht Rental in Chicago!

This was an amazing boat! It’s HUGE!! Captain Lester was a true professional who catered to all are requests. This was the best day of our summer. I would highly recommend this boat! Truly great!

38ft Catalina Gemini Sailing Yacht Chicago Weekday Special 4th Hour Free!

Captain Russell & his team were so nice and helpful and accommodating and the vessel was perfect for a group of 10-12. We had the right vibes and experience and would highly recommend!

Sailing Lessons with Chicago's #1 Rated Sailing School

I had a four hour private lesson with Doug and small crew. All were very helpful and knowledgeable, it was a great learning experience. I look forward to joining them again.

Charter this beautiful Catalina from Milwaukee, WI - Captain Included

Patrik was awesome! We did an engagement photo shoot on the boat and he helped us to get the perfect shots! Would highly recommend to anyone looking for a unique date night or fun photo shoot location!

Rent 26ft Colgate Sailboat In Kemah, Texas

Absolutely fantastic trip! I booked the boat for a graduation photoshoot for myself & Heidi & Colt were super great & accommodating during the trip! While I didn’t use the boat for a typical trip, I still had such a great time & would definitely recommend them!