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SAILING STARTS MAY 26Come Sailing is Chicago's premier sailing experience and private sailing charter offering a variety of boat rides, sailing charters, sightseeing tours, swimming trips, and customized private charters on Lake Michigan. Our focus is on charters for small groups of up to 6 passengers. Whether you're an experienced sailor or a person looking to try something new with the family, you're going to love sailing in Chicago!
Our private sailing charters are very flexible. So, feel free to take a turn at the helm or just kick back, relax, and enjoy the ride. Either way, our professional captains will be there to ensure a safe and enjoyable sailing experience! We sail seven days a week during our season with multiple departures each day. Please peruse our website and checkout all of the sailing opportunities we have for you this season! We hope you'll take a break and Come Sailing with Us! See you on the water! 
GIFT CERTIFICATESSailing Gift Certificates are always a great! And for 2022...they've gotten even better! We noted your feedback and made some great improvements! The highlights include:
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SAILING LESSONSCLASS BEGINS MAY 23!
It's official! Our 2023 season will kick off May 23 with our introductory sailing course: BASIC SAILING 101! This introductory course is for beginning and novice sailors! No experience necessary! As the name implies, you will learn the basics of sailing. But don't let the name fool you. The "basics" is a lot to cover, and this course is necessarily jam packed with information! Topics will include sailing concepts, terminology, safety, rules of the road, knots, and more. This course will be spread across six Tuesday evening classes and include 18 hours of on the water instruction. 
CORPORATE SAILING & VOLUME DISCOUNTSWe have a discount program for companies and persons that purchase sailing charters in large volumes.
The program is simple. Discounts are based on the volume of sailing purchased and departure times selected. That’s it. Basically, the more you buy, the more you save! Whether you are interested in sailing charters for gifts, employee engagement, entertaining clients, thank yous, or team building, we will work with you to customize a sailing program that suits your specific requirements. Click the button below to get more details about the program and to request a quote. |
FUNDRAISING & DONATIONSWe love helping our community and wish we could honor every donation request we receive with a donation. Unfortunately, that is just not feasible as we are often overwhelmed with requests for donations. So, we took inspiration from other local businesses and developed a fundraising program that will help us help you!
It basically works like this:
That's it. The more people you get to book charters, the more we can donate to your charitable organization. Of course, there are rules and conditions that must apply. Please click the button below to visit our Fundraising & Donations page to get all of the details. 
AERIAL PHOTOGRAPHYInterested in capturing a unique family portrait or vacation photo? Consider our aerial photography services. In addition to being a professional licensed charter captain, Capt. Mike is also a commercial drone pilot licensed by the FAA.
Whether for commercial purposes or just creative endeavors, call/email us about your questions, ideas, and requirements. We'll be happy to answer questions, discuss solutions, and provide quotes. |
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AS SEEN IN CANADIAN YACHTING MAGAZINE Checkout this article by travel writer Mark Stevens about his visit to Chicago and his sail with Captain Mike aboard our Shannon 28 sailboat named Druid. Article is reprinted and posted with the permission of Kerrwil Publications, author Mark Stevens, and photographer Sharon Matthews-Stevens. |
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