2.Toronto Tall Ship Boat Cruise

Sail Toronto’s harbour aboard the tall ship Kajama, help raise real sails, catch skyline views and sea shanties on a 2-hour cruise.

“It was fun and relaxing. The staff were nice. It was easy to see and take photos of the Toronto skyline.”

★★★★★★★★★★

676 reviews2 hours (approx.)From $38.27by Great Lakes Schooner Company

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4.2hr Shared Sailing Experience in Toronto

2-hour small-group sail from Queens Quay with CN Tower views, beanbags, and a captain. Take the helm or relax.

“Captain ROB and His Helper ROB were excellent part of this trip!! it was a wonderful afternoon sailing the Ontario Lake with beautiful view of Toronto Skyline.”

★★★★★★★★★★

23 reviews2 hours (approx.)From $149.11by Gone Sailing Adventures

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6.60-Minute Toronto Luxury Yacht Sightseeing Prosecco Cruise!

One-hour private luxury yacht cruise in Toronto Harbour with Prosecco, skyline views, and Toronto Islands for a memorable date night.

“Great captain and company. Would have liked a little more information about the city as we toured around. Clean, friendly, enjoyable.”

★★★★★★★★★★

17 reviews1 hour (approx.)From $108.65by Toronto Yachts

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8.Toronto: Sailing Yacht Cruise of Toronto Harbor and Islands

Cruise Toronto Harbor on a 41’ sailing yacht for 2–3 hours. See the skyline, Toronto Islands, and Tommy Thompson Park from Lake Ontario.

12 reviews2 - 3 hoursFrom $138by Gone Sailing Adventures

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10.3hr Shared Sailing Adventure

Relax on beanbags or take the helm on a 3-hour shared yacht sail around Toronto Islands, with CN Tower views and small-group calm.

“By far one of the most incredible experiences I have ever had. Bucket List activity/outing crossed off the list. Crew were the best!”

★★★★★★★★★★

10 reviewsFrom $177.42by Gone Sailing Adventures

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