THE Sailing chi Yacht club

Welcome to SailingChi Yacht Club!

For us, it all starts with community. Community is our most important part to us. 2025 was our best year yet. We're so excited for next season opener April 2026!

So let's get into it!

Here's the deal:

$4,000 for the year for all-Inclusive and Unlimited Sailing. You'll have access to our fleet of boats for unlimited sailing with social benefits and flexible scheduling. No other fees or restrictions on time, just pure sailing fun!
The club uses the app GroupMe to communicate with members about the boats and to schedule sailing trips.
Community Spirit: Our members are passionate about sailing and enjoy sailing with each other. We've created a friendly and welcoming community in downtown Chicago that's always ready to welcome new members with or without sailing experience. We will teach you to operate if you are newbie.
Location, location, location! We're located in downtown Chicago at the heart of the city, we also as of 2025 have a location at Belmont Harbor. There are many benefits at the center of the city. First, you're already here. If you're sailing out of the other harbors, you have to sail an hour to get to the skyline. Second, more sailing days. Because Dusable and Monroe are inside the protection of the Chicago Harbor that means you can still go sailing comfortably more of the time. Third all of the good stuff about being downtown, from access to fireworks all the best city amenities are here!
Our fleet consists of our club boats at DuSable harbor and Monroe a Lippincott 30 (" S/V Flo Rose"), a Catalina 30 ("S/V Loyal"), and our flagship vessel a Beneteau 47.7 ("S/Y Guppy")
At Montrose Harbor we also have our first love a Catalina 27 named Lone Wolf
At Montrose Harbor we have new to the fleet this year S/V Dragonfly, a Islander 32

We're always looking for new members to join our community, and we'd love to chat with you about the sailing season ahead and how you can become a part of it.

Join our Yacht Club today and experience the joy of sailing with a community of like-minded individuals. We can't wait to welcome you aboard!

Not sure? Scroll down and browse our gallery.

Text us at 847-612-2234 see if we're the right fit for you for what you're looking for!