Adult Sailing School

The Oakville Yacht Squadron Sailing School has been proudly serving the Oakville community since 1965, teaching many youth and adults to sail at our great waterfront setting.

Adult Sailing School Program

The OYS Sailing School follows the CANSail Learn to Sail program. Whether you are looking to try something new, learn to sail or want to buy a boat in the future, this is the place to start.

The OYS Sailing School Adult program provides a safe and enjoyable introduction to sailing and boating.  The program is designed for all learning objectives and levels of experience.  Our adult program offers small classes sizes, with a 1:4 instructor to student ratio, or less.

CANSail certificates are awarded upon successful completion of a set of practical skills and demonstrated knowledge at each level.

Sailing School Instructors

All OYS Sailing School Instructors are trained and certified by the Canadian Yachting Association.  All instructors are first aid certified.

Safety Policy

The safety of students and instructors is the highest priority for the OYS Sailing School. All students and instructors are required to wear a PFD at all times while on the water. Students must provide their own PFD.  Each coach boat is equipped with a VHF radio to enable instructors to be in constant contact with the school and local rescue units (TOWARF and the Halton Police) Daily weather reports from Environment Canada are consulted and the Head Instructor determines if it is appropriate for on the water instruction to be cancelled. Land based instruction is planned in that event.


Adults will be sailing in our dinghy class of 420 sailboats.

Introduction to Sailing

The purpose of the Adult Sailing program is to teach basic sailing skills and to provide an introduction to sailing that is both safe and enjoyable. Some of the skills include:

  • Basic boat handling and sail trim
  • Water safety
  • Knots
  • How to rig and de-rig a boat
  • Basic weather patterns
  • Fundamental sailing terminology and skills
  • Self rescue techniques

More advanced techniques will be taught depending on the attendees skill level.

Schedule & Fees

Our sessions will be on Tuesday and Thursday evenings from 5:00pm to 8:30pm. Each session is 4 classes of 2.5 hour classes; 10 hours of on the water training.  The cost per session is $450

  • Session 1: July 3rd, 5th, 10th, 12th
  • Session 2: July 17th, 19th, 24th, 26th
  • Session 3: July 31st, August 2nd, 7th, 9th
  • Session 4: August 14th, 16th, 21st, 23rd

Learn to Race at OYS

All adult students are invited to show up at the Crew Bench before 6:00 pm on Wednesday or Thursday nights during the racing season – senior club members are always looking for more crew! The Crew Bench is located at the southeast corner of the clubhouse under the sign. If you are interested in racing regularly, please check the Crew Bench page.


For further information about our sailing school programs, preferably e-mail us at or telephone (905) 338-9379.


Programs for 2019 coming soon

Please note our cancellation policy: 10% administration fee for cancellation up to 48 hours of program start, 25% within 48 hours and no cancellations, only rescheduling, within 24 hours.