New for 2018: The "BIG BOAT" - up to 36 people

Sporting

This 31′ Hunter has more room in the cockpit and down below than most boats it’s size due to its 11′ “beam” (width). Though we frequently sail with 6 guests on board, if you are looking for true luxury we suggest one of our 36′ or 39′ cruisers above.

WHAT PEOPLE THINK OF CHICAGO SAILBOAT CHARTERS

Thank you SO much for everything. I couldn’t have pulled it off without you! Marty from Chicago Sailboat Charters was wonderful and made planning a breeze. I am very grateful that I chose your company for my first private sailboat charter. We had a fabulous experience. I felt very comforted with Steve’s sailing abilities and he was also quite entertaining. Matt’s assistance with food delivery and managing the ship was outstanding. My guests and friends were very happy.

Yelp!
Kira L., Chicago, IL

Amazing. Just got off the boat. Spent three hours on the lake. Billy our captain was super friendly and made the experience. Professional yet made you feel like you were at home. Definitely would rent from Chicago Sailboat Charters again. Worth every penny.

Yelp!
Vik G., Sacramento, CA