Cruising the British Virgin Islands is every sailor’s dream. This 2014 winter made it easy to...
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
Inspired by Ken Read's keynote address from the US Sailing Leadership Forum, we will...
Countdown Clocks We think the RedEye missed one very important countdown in their Spring...
2013 Season Highlights, a set on Flickr. Take a look at our 2013 Chicago Sailing Season...
Thank you to everyone who joined us for Shore School on Tuesday night. It was a fascinating evening...
Chicago Sailing's Shore School seminars kicked-off in a big way on Tuesday night. We hosted a...
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.