About Us

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.

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.

The heart of our school is our diverse and carefully selected fleet, comprising nine Optimist sailboats (Opti's), seven Sunfish, three 420s, and a Butterfly. 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.