Finally we get to write the first weather update of the Chicago Sailing season! It looks like...
k Sailing Classes
Learn to sail quickly, properly, and confidently. Chicago Sailing offers a wide range of instructional programs for beginners to experienced sailors.
S Boat Rentals
Sailors are welcome to rent a sailboat from our 26-boat fleet. There are no membership requirements and rentals are booked by the hour from dawn to dusk.
A special event or trip to Chicago isn't complete without a sailing excursion along Lake Michigan. Our vessels can accommodate groups from 2 - 80, with a captain to guide your journey.
Latest from our Blog
I definitely am! By this weekend we'll have 6 J/22's, 1 J/30, 4 Hunter-326's, and a Catalina-400 on...
"It was a beautiful day and a good crowd" ~Andre P. Twice a year, our "big boats" migrate to...
Last week, our fearless Fleet Manager, Dylan, had our friendly neighborhood boat yard pull our...
Two ladies that sailors often see running around the dock are Heather Clark, Chicago Sailing's...
Cruising the British Virgin Islands is every sailor’s dream. This 2014 winter made it easy to...
I learned so much and had a great time. Thanks for everything! Enjoy the rest of your summer and good luck with sailing in the coming year.