Top Ontario Sailing Trips

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Toronto Tall Ship Boat Cruise

4.5 star rating: Recommended 12 Reviews

This is your chance to experience Toronto's only tall ship boat cruise! Sail aboard the 'Tall Ship Kajama,' a traditional 165-foot, 3-masted schooner boat, and ... 

Location: Toronto, Canada
Duration: 2 hours

From USD $23.71

Sail the Toronto Islands and Lake Ontario

5 star rating: Highly Recommended 3 Reviews

Sail along the Toronto waterfront on a luxurious 41-foot (12-meter) yacht with a small group (maximum 10 people). Take the helm and learn new skills or ... 

Location: Toronto, Canada
Duration: 3 hours

From USD $133.30

Special Event Summer Sail in Toronto

4 star rating: Recommended 1 Review

Enjoy a special evening on the water during one of Toronto's special summer events, such as Victoria Day, Canada Day or the summer solstice. Charter a luxury ... 

Location: Toronto, Canada
Duration: Flexible

From USD $171.04

Friday Night Wine and Cheese Sail in Toronto

Perfect for 'date night' or a fun evening out with friends or family, this Toronto cruise begins Fridays at 6pm and sets sail through the Toronto Island ... 

Location: Toronto, Canada
Duration: 3 hours

From USD $171.04
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