Client Testimonials

"Just a short note to tell you what a pleasure it was taking the CYA Basic course with you. I enjoyed the sailing skills I learned and the friendships I made on your course. It was such an incredible experience learning on such a big boat. You are an awesome instructor and your patience was really appreciated. Thanks for helping this slow learner along…." Ontario, Canada
-- Kevin Bousquet

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Welcome !

Points of Sail is located in the heart of downtown Toronto and Oakville Ontario, Canada and offer quick access to Ontario lakes from Toronto and surrounding areas. Call 905-320-3861 for information about CYA Training Courses, Sailboat Charters, Boat Rentals, Fractional Boat & Yacht Ownership, Team Building, Corporate Entertainment and more.

Our training (CYA Instructions, Learn To Sail) programs here at Points of Sail are specifically designed to meet the scheduling needs of working people. Whether you are looking for a sailing school, CYA Training Schools, sailboat charters and rentals, Sailing Clubs or information on fractional sailing yacht ownerships in Canada. All our sailing instructor programs are offered in evening and weekend format to better suit our Ontario Canada residence, with options for afternoon sessions where needed. At Points of Sail (Toronto, Burlington, Oakville, Harbour Front, Niagara Falls) our sailing programs are all delivered "hands-on" sailing on new, state of the art, Hunter sailboats, fitted with all modern sailing conveniences such as in mast and roller reefing, centralized controls, electronic navigational aids and more. Call 905-320-3861 to speak with a CYA Instructor or to receive free information on our "Learn to Sail" courses and programs.

We have a Hunter 41AC sailboat located at the Bronte Outer Harbour, Oakville Ontario and a Beneteau 393 sailboat at the Toronto Outer Harbour Marina for you to experience. For experienced sailors in Ontario who are apart of various yacht clubs in Toronto, Mississauga Boat Clubs/Schools or near Burlington, we welcome you to join our sailing membership programs. Even if you are looking for current information on CYA Training, Fractional Sailing, Boat Charters or have friends who would like to learn how to sail, Points of Sail has what you are looking for.

At Points of Sail, we make sail training a wonderful experience to remember for you, family and friends. For information on boat chartering and sailboat training programs in Ontario, contact us at Points of Sail today where it\'s always a great time to sail!

Ever dreamed of owning your own luxury sailboat or yacht but just don\'t want to spend your hard earned money on buying one or even paying to store your sailboat in Ontario? Shared sailboat ownership or fractional sailing in Ontario might be exactly what you are looking for. Fractional sailing gives Canadians in Ontario the sailboat or yachting experience at a cost they can afford. No need to worry about paying for sailboat or yacht storage at the Ontario harbours or even fuel cost. You get to explore the Ontario Lakes in boats such as the Beneteau or Hunter in our fleet.

At Points of Sail, fractional sailing customers can enjoy sailing around beautiful Lake Ontario during the summer or any other fun seasons with friends and family.

One of our sailboats is docked at the Toronto Island Marina for our GTA residents. so you can sail for an evening around the downtown Toronto area and go sailing on the lake to Niagara on the Lake. Quick sailboat access from Mississauga, Oakville, Brampton, Port Credit, Newmarket, Burlington and other Ontario areas. Browse our sailboat blog or website for more information on CYA Training, Sailing Schools, Boat and Yacht Charters, Sailing Clubs or post your reviews and questions about your sailing needs. A premier company for your boat charter cruises and rental needs, we at Points of Sail would love to hear from you.

More About learning how to sail in Toronto and Sailing Lessons in Ontario

Sailing school in Toronto. Points of Sail is offering affordable sailing lessons in Toronto this summer for adults and students! Simple sailing lessons with certified sailboat instructors, sailing charters and a sailing club memberships. Already belong to a fractional yacht or sailboat club or school in Ontario? We are here to assist you in learning the different points of sail and to better handle your boat in various weather conditions. Yes, you can find many sailing schools in Toronto ON, however Harbour Front Toronto on their various boat charters and rentals, let points of sail show you how easy it is to learn how to sail with simple instructions. with years of experience teaching sailboat courses similar or better than those found at colleges such as Humber, learning to sail is simple with us. Get information on CYA Training, lessons, Toronto sailing courses and start mastering the waves and oceans around Canada or the Caribbean. Even if you have never cruised around the lakes of Ontario. Call us at 905-320-3861

What is CYA?

CYA stands for Canadian Yacht Association. CYA was established in the year 1931 and is the national governing body for the sport of sailing. The Sailing Association promotes sailing and power boating through collaboration with their various partners, the Provincial Sailing Associations, membership clubs, schools, and many individual stakeholders are involved.

We have many students looking to learn to sail from areas sucha as Oakville, Burlington, Port Credit, Niagara Falls, Downtown Toronto Harbour Front and other Ontario Regions looking to learn how to sail or affordable sailing lessons.

View our 2012 Training Program Schedule




Visit our fleet and review program.



Training and orientation.



Online scheduling.