About Us

Collingwood Sailing Academy, a non-profit sailing school. We specialize in offering CANSail levels 1 through 4 to youths during July and August, and adult lessons in the evenings. Our certified Sail Canada instructors are dedicated to creating a fun and secure environment for children to learn and progress in their sailing skills. Our focus is on fostering a love for sailing while ensuring safety and providing high-quality instruction, making sailing accessible and enjoyable for all ages in our community.

Our History

The Collingwood Sailing School (CSS) was incorporated in 2004 as a separate not-for-profit business entity from the Collingwood Watts Skiff Club (CWSC). The CWSC organized a dinghy sailing school (CWSCSS) in 1997 using donated dinghies. Since then the school has been a permanent fixture in the Collingwood Harbour, and would not be what it is today without Brian and Kyle Bailey’s dedication. Originally incorporated in 2004 as the Collingwood Sailing School (CSS), our organization evolved from the Collingwood Watts Skiff Club's dinghy sailing school, established in 1997. Over the years, CSS flourished, becoming an integral part of the Town of Collingwood Harbour's community activities. Despite changes in management—from the Collingwood Yacht Club to the Town of Collingwood—the school consistently enrolled 25-30 students per week during summer months.

Questions? Contact us today