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Popular Sailing, Catamaran & Gulet Tours Charters in Canada  . Good availability and great rates. Read unbiased reviews and choose the best deal for your trip.

Sailing, Catamaran & Gulet Tours in Canada- BoatBooker

Canada

Discover Canada boating charters across a country shaped by water—vast coastlines, storied rivers, and iconic lakes. From Pacific fjords to Atlantic coves and crystal-clear inland waterways, Canada offers an unmatched range of routes for captains and first-time cruisers alike.On the West Coast, explore sheltered channels dotted with evergreen islands and wildlife-rich inlets, perfect for multi-day itineraries or relaxed day trips. Inland, the Great Lakes and Georgian Bay invite skippers with broad horizons, sandy anchorages, and countless harbors, while the Thousand Islands reward slow cruising through emerald channels and historic passages.Follow the St. Lawrence for big-river scenery and culture-filled waterfront cities, or trace tranquil cottage-country lakes ideal for tubing, paddle stops, and sunset raft-ups. In Eastern Canada, sheltered bays and rugged peninsulas create memorable circuits for sailing, motor cruising, and guided wildlife outings.Canada boating charters span easy, family-friendly routes to ambitious passages, with options for crewed experiences, bareboat rentals, and skippered day tours. Expect well-equipped marinas, clear charting, and seasonal highlights—from spring blooms on lakes and rivers to summer’s long daylight and crisp autumn colors along forested shores.Whether you’re planning a weekend getaway or a bucket-list voyage, Canada boating charters deliver variety: island hopping, lighthouse sightseeing, urban skyline cruises, fishing excursions, and nature-focused itineraries. Choose your region, set your pace, and cast off into fresh, clean waters that make Canada a world-class boating destination.

Experience the breathtaking beauty of Canada with our diverse range of Canada boat tours. From the majestic coastline to the serene lakes, Canada offers countless opportunities for unforgettable boating experiences.

Explore the vibrant city of Toronto, where you can cruise along the picturesque Lake Ontario, visit the iconic Toronto Islands, and enjoy stunning views of the city skyline. Alternatively, head to Vancouver and discover the tranquility of English Bay, False Creek, and the Gulf Islands, with whale watching and deep-sea fishing on offer.

Visit Montreal for a unique boating experience at the confluence of the St. Lawrence and Ottawa Rivers, or enjoy the tranquil waters of Lake Simcoe in Georgina and Innisfil, perfect for fishing and family outings. Don't miss the breathtaking Niagara Falls—get up close to the Canadian Horseshoe Falls on an exhilarating boat tour.

For wildlife enthusiasts, Newfoundland and Labrador offer an incredible adventure, with iceberg viewing and whale watching tours that take you through rugged coastlines and ecological reserves. Whether you're looking for adventure, relaxation, or exploration, Canada boat tours have something for everyone.

Departing from North Vancouver and enjoy stunning views of Vancouver Harbour then set sail on the shimmering waters of Burrard Inlet. Relax and enjoy complimentary beverages and snacks or take a try taking on the helm and steer the boat under sail. 

See Vancouver from the water offering unique views of the City and surrounding areas. 

We offer public and private charters so book your seat today, you won’t regret it!

Plan B Sailing Charters

North Vancouver

Set sail aboard Plan B Sailing Charters, a stunning 2011 Jeanneau 50 DS, based in beautiful North Vancouver. This spacious yacht comfortably accommodates up to 10 guests, offering the perfect setting for unforgettable adventures on the water. Powered by a

Experience sailing on our 22' boat. Stable but fun for the more adventurous, too. Take control, trim the sails, or just enjoy the sun and wind.
The price is for 2 passengers.

Gosailto – 22' Sailing Experience

Toronto

Step aboard HOT FLASH, a sleek 2014 Beneteau First 22, and experience Toronto&rsquo;s waterfront the way it&rsquo;s meant to be seen&mdash;under sail. Designed for intimate adventures, this well-balanced sailboat comfortably accommodates up to four guests

Your sailing experience is a great choice to introduce yourself to the sailing world in a casual, relaxed setting. This trip requires no prior sailing knowledge or experience. You have the option of participating to the extent you want; take the helm and be "master and commander" or sit back and relax on our foredeck bean bags as we tour Toronto’s harbour and enjoy the awesome cityscape centred around the CN Tower.

On a 3-hour sail, we will cruise through the Toronto Island lagoons to enjoy the serenity.

Gone Sailing Adventures

Set sail in style aboard the Beneteau Oceanis 41, a luxurious sailing yacht based in Toronto, perfect for up to 12 guests. With a 40 HP diesel inboard Yanmar engine reaching 9 knots, this yacht combines elegance, comfort, and adventure for an unforgettabl

Enjoy our popular 1.5 hour ‘Jewels of the St. Lawrence’ Cruise aboard our ‘General Brock II’ as you cruise in comfort, safety, and privacy with your extended family, social group, or colleagues, complete with all the amenities of our regular public sightseeing cruises.

1000 Islands & Seaway Cruises

Brockville

Discover the beauty of the world-famous Thousand Islands aboard a spacious 50-ft custom catamaran operated by 1000 Islands &amp; Seaway Cruises, departing from scenic Brockville. Designed for comfort, stability, and unforgettable group experiences, this 2

Experience a delightful 2-hour private sail from May 1 to September 30. 

Capture precious moments as you smile and enjoy the serenity of sailing.
Perfect for casual sightseeing tours.

Price includes 5% GST.

Holy Doodle Sailing Charters

Kelowna

Step aboard Adria, a beautifully restored 1981 S2 Yachts 8.5 sailing yacht, and experience the magic of wind-powered cruising in Kelowna. Hosting up to six guests, Holy Doodle Sailing Charters offers intimate, hands-on sailing adventures led by Captain Br

Set sail on a 3-hour private sailing experience in Toronto, available Monday to Thursday. Rates are $400 per couple or $100 per person for groups of 5–6, perfect for friends, families, or small groups looking to enjoy the city from the water.

Sailing in Downtown Toronto

Set sail on a memorable sailing experience in downtown Toronto aboard a well-maintained 1997 Hunter 280. Perfect for small groups, this comfortable sailboat accommodates up to 6 guests, making it ideal for couples, families, or friends looking to explore 

Sailing, Catamaran & Gulet Tours in Canada

Top Sailing, Catamaran & Gulet Tours in Canada