Sailing & Yacht Charters Canada - Sailing Trips & Private Charters Canada


Come sail away on our sailing trips in Canada. Enjoy sailing on your vacation and spend the day out on the water. Our sailing tours in Canada are a great activity for any traveler. You can relax and ride or learn to sail at one of our sailing schools. Our sailing adventures are a great addition to any vacation. Browse our sailing in Canada and plan your vacation today!

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Sailing & Yacht Charters Canada
  • Sailing & Yacht Charters British Columbia (4)
  • Sailing & Yacht Charters Nova Scotia (5)
  • Sailing & Yacht Charters Ontario (1)
  • Sailing & Yacht Charters Prince Edward Island (2)


  • Sailing & Yacht Charters Canada. Start Planning Your Vacation Today!
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    Luxury Sailboat Charters on Lake Ontario Sailing & Yacht Charters Mississauga, Ontario

    Luxury Sailboat Charters on Lake Ontario

    Starting At
    C$ 600
    per Event


    Sailing & Yacht Charters Mississauga, Ontario - Offering sailing yacht charters on Lake Ontario, stunning sunset or romantic getaway, day trips to the famous Niagara Wine region and Toronto Island, or any private excursions of your choice. Skippered charters for your special event or bareboat.

    Nova Scotia Sea School Sailing & Yacht Charters South Shore, Nova Scotia

    Nova Scotia Sea School

    Contact For Rates & Specials!

    Sailing & Yacht Charters South Shore, Nova Scotia - The Sea School offers 5 and 7-day summer sailing expeditions aboard traditional wooden boats, for teenagers ages 14-18. Our boathouse is in Lunenburg, and we sail in the Mahone Bay/St. Margaret's Bay area. No sailing experience necessary!

    Sailing Classes in Vancouver Sailing & Yacht Charters Vancouver, British Columbia

    Sailing Classes in Vancouver

    Starting At
    C$ 99
    per Person

    Sailing & Yacht Charters Vancouver, British Columbia - Simply Sailing is a Vancouver based, CYA registered Sailing School. Our Approach to Sailing is Simple: Hands on learning on a forgiving boat. Taking sailing classes will give you an opportunity to explore the exciting world of sailing.

    Discovery Sailing CYA Cruising courses Sailing & Yacht Charters Chester, Nova Scotia

    Discovery Sailing CYA Cruising courses

    Contact For Rates & Specials!

    Sailing & Yacht Charters Chester, Nova Scotia - We offer CYA certified live aboard sailing courses at the Intermediate or Advanced level on the south shore of Nova Scotia. We are based at the Oak Island Resort and Spa in Mahone Bay, Nova Scotia.

    Land's End Sailing School Sailing & Yacht Charters Islands, British Columbia

    Land's End Sailing School

    Contact For Rates & Specials!

    Sailing & Yacht Charters Islands, British Columbia - Sailing school offering Canadian Yachting Assoc. certification from Basic to Advanced & Coastal Navigation. Small classes and high standards; second to none. Join us for exciting cruises in the Gulf Islands or Desolation Sound.

    Bareboat yacht charters Pacific North West, Canada Sailing & Yacht Charters Nanaimo, British Columbia

    Bareboat yacht charters Pacific North West, Canada

    Starting At
    US $1,300
    per Week

    Sailing & Yacht Charters Nanaimo, British Columbia - Offering both sail and power yachts 27 - 50 ft. wide range of vessels. Located at the head of the Gulf Islands cruising ground on Vancouver Island

    Vancouver Island Sailing School, lessons & courses Sailing & Yacht Charters Island, British Columbia

    Vancouver Island Sailing School, lessons & courses

    Contact For Rates & Specials!

    Sailing & Yacht Charters Island, British Columbia - Our sailing school offers sailing lessons, cruise & learn courses and charters on our 36 foot Bavaria yacht. We are a CYA member school and customize your sailing adventure in the British Columbia Gul...

    LaHave River Yacht ClubSailing & Yacht Charters Canada, Nova Scotia

    LaHave River Yacht Club

    Contact For Rates & Specials!

    Sailing & Yacht Charters Canada, Nova Scotia - Nova Scotia Water Sports: Sailing

    Royal Nova Scotia Yacht SquadronSailing & Yacht Charters Canada, Nova Scotia

    Royal Nova Scotia Yacht Squadron

    Contact For Rates & Specials!

    Sailing & Yacht Charters Canada, Nova Scotia - Nova Scotia Water Sports: Sailing

    Sail Mahone BaySailing & Yacht Charters Canada, Nova Scotia

    Sail Mahone Bay

    Contact For Rates & Specials!

    Sailing & Yacht Charters Canada, Nova Scotia - Nova Scotia Water Sports: Sailing



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    Sea Kayak Tours Desolation Sound, British Columbia

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    Starting At
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    Starting At
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