Our Boats

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At Chicago Sailing we are passionate about wind, water and the magic of sailing. Our goal is to inspire that passion in you and launch you on a lifetime of adventure.

Whether you are a landlubber or an old salt Chicago Sailing offers the widest range of programs to serve your sailing passions. Our instructional programs are comprehensive and fully certified by US SAILING, the governing authority of sailing in America. And for your personal enjoyment we offer 24 sailboats between 22’and 53’, the largest fleet of its kind within a thousand miles. Finally, you can rely upon our staff of certified instructors and United States Coast Guard licensed captains to uphold the highest standards of professionalism, safety and congeniality.

In more than twenty years Chicago Sailing has grown to be one of the nation’s largest full service sailing facilities, serving thousands of sailors annually. While we are pleased with our growth, we are most proud that our commitment to excellence has made us one of the most respected names in the sailing industry. We do so by serving you, one sailor at a time.