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What we're about

Sailing attracts adventurous, enthusiastic people! Want to sail regularly or explore whether sailing could be your new passion? Come join our alliance.

Whether you are a boat owner or a crew member, our Alliance registry can supply boat owners with energetic crew, if you (boat owners) are willing to share your knowledge and enthusiasm with novice or experienced sailors. Each sail focuses on practical on-the-deck training, as crew are rotated through as many positions as possible to gain familiarity and learn vessel operation. The appeal of sailing along the open water with friends clears your mind and lets you live in the moment. Be it cruising or racing, we have a sailing experience just for you!

Meet & Greets - Socializing is important to the sport. During the off-sail season, join us for area boat shows, sailing conferences and nautically-themed bars and restaurants from Chicago to Milwaukee. During the sailing season, events include Full Moon Sails, Movie Night on the Dock, Sip & Sail, Air & Water Show, Talk like a Pirate Day, and many more. I Heart Sailing Alliance supports Children’s Hospital of Milwaukee. Check out this cool youtube video link for Louie’s Last Regatta

to understand why we fully support our passion for sailing and Children’s Hospital-Milwaukee. is an excellent platform for individuals and groups raising funds for compassionate causes. For each sailing event in which you participate, we ask that you contribute by sending your donation of $15+ through

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