Explore Toronto's stunning waterfront and skyline from the deck of a sailboat.
Compare the best sailing in Toronto — see prices, durations, and book with instant confirmation.

Compare top-rated sailing in Toronto. Small-group and guided options with local experts — see prices and availability below.
Toronto sailing tours offer a unique perspective of the city. These experiences allow you to enjoy the beauty of Lake Ontario while experiencing the thrill of sailing. Whether you're a seasoned sailor or a first-timer, there's a tour for everyone. [Destination] sailing tours often depart from various marinas, providing easy access to the water. Passengers can relax and take in the sights of the Toronto Islands, the CN Tower, and the city skyline. Many tours provide opportunities to participate in sailing, or simply relax and enjoy the ride.
Compare top-rated sailing in Toronto — guided experiences, local experts, and small-group options. See prices, durations, and availability.
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Enjoy unparalleled views of Toronto's iconic landmarks from the water.
Unwind and soak up the sun as you glide across the water.
Many sailing tours offer intimate experiences with smaller group sizes.
Be amazed by the views of the Toronto skyline and the Toronto Islands. Capture stunning photos and create unforgettable memories!
Most tours last from one to three hours depending on the operator and the itinerary.
Enjoy an intimate experience with the option of joining tours of varying group sizes, from small to large groups.
Whether it's your first time sailing or you're an experienced sailor, you will cherish the journey.
Check the weather forecast before you go.
Bring a camera to capture the stunning views.
Consider motion sickness medication if you're prone to it.
Arrive early to allow time for check-in and boarding.
A: Comfortable clothing and layers are recommended, as the weather on the water can vary. Bring a hat, sunglasses, and sunscreen to protect yourself from the sun.
A: Yes! Many tours are designed for all skill levels. Guides provide instruction and ensure everyone has a safe and enjoyable experience.
A: Tours may be cancelled or rescheduled due to inclement weather. Check with the tour operator for their specific policy regarding cancellations and refunds.
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