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About Us

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At DLSS, we believe that sailing is more than just a sport; it is a journey that shapes character, fosters independence, and builds lifelong friendships. Our mission extends beyond teaching the technicalities of sailing; we aim to instill a profound love for the sea and the art of navigation. Whether our students aspire to the thrill of racing or the serenity of cruising, our goal is to equip them with the skills, confidence, and passion needed to pursue their sailing dreams.

Our team of experienced instructors is dedicated to providing a comprehensive and enjoyable learning experience, tailored to the unique needs and aspirations of each student. Through a blend of practical lessons on the water and theoretical knowledge, we ensure that every student leaves our school with a solid foundation in sailing and a heart full of maritime adventure.

Join us at Diamond Lake Sailing School, where the legacy of sailing continues to flourish. Embark on a voyage of discovery, skill-building, and endless horizons. Here, we're not just teaching sailing; we're nurturing the next generation of sailors to carry the torch of this timeless sport.

Sailing School Schedule

Our sailing season runs from mid-June to the beginning of August. Classes are conducted Monday through Thursday, with Friday reserved for make-up sessions in case of inclement weather. Each class is three hours long, starting at 9:00 AM and 1:00 PM. Morning sessions are typically reserved for our younger sailors, taking advantage of the gentler morning winds.

Our Approach to Learning

Sailing education at DLSS begins on dry land. Here, students get acquainted with their sailboats, learning the intricacies of rigging and boat handling. This foundational knowledge paves the way for swift progression to on-the-water training, where the real adventure begins. Our classes, capped at 10 students, ensure personalized attention with a high instructor-to-student ratio of three instructors per class. The focus is on mastering the fundamentals of sailing in a fun, engaging, and supportive environment.

Location and Facilities

DLSS proudly operates from the front of the Diamond Lake Yacht Club, located at 21268 Shore Acres in Cassopolis, MI. Our prime location includes two long docks, comprehensive facilities, ample parking, and a 100-foot-wide waterfront, offering direct access to the beautiful Diamond Lake.

Our Proud

The heart of our school is our diverse and carefully selected fleet, comprising 15 Optimist sailboats (Opti's), 5 Sunfish, three 420s, three Butterfly's and two Motorized Safety boats. The Opti's, renowned as the world’s most popular single-crew instructional sailboat, form the core of our beginner training. For more advanced students, especially those eyeing high school and college sailing, we utilize the 420s – double-crewed sailboats that offer a more challenging and collaborative sailing experience.


Our Committee Members

Amy Usher

Anne Coles

Jackie Comeau-Bankowski

Kathy Seidl

Krista Blazek-Hogarth

Linda Magnuson

Louis Csokasy

Mary Bolen

Rob Overholser

Rosemary Leonard


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