CANADA

5 Canada Sailing Tours to Build a Day Around

5 sailing trips  ·  from $34 a head

The 5 best canada sailing tours you can book right now, with the price a head, how long each one runs and whether the sails go up. Number one is first for a reason.

Toronto Tall Ship Boat Cruise - Raising the sails with the crew
Canada Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Toronto Tall Ship Boat Cruise

1.Toronto Tall Ship Boat Cruise

★★★★★★★★★★4.5 · 676 reviews · 2 hours (approx.) · from $38Our pick

Review of Toronto’s Tall Ship Kajama cruise, with skyline views, sail raising, sea shanties, food, timing, value, and practical tips.

“It was good and the only thing that could be improved would making the trip longer. I would limit the volume on purchasing booze. The whole boat knew their life stories of 2 girls and 2 guys”

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Tall Ship Silva Sailing Cruise Ft. a Live Musician - Georges Island and the wider harbor route
Canada Sailing Tours, Halifax Sailing Tours, Sailing Tours, Tall Ship and Schooner Sailing, Tour Reviews

Tall Ship Silva Sailing Cruise Ft. a Live Musician

2.Tall Ship Silva Sailing Cruise Ft. a Live Musician

★★★★★★★★★★4.0 · 289 reviews · 2 hours (approx.) · from $40

Sail Halifax Harbour aboard the tall ship Silva with live music, waterfront views, and a chance to help raise the sails.

“The boat and staff were great, but being this was our first experience in Halifax, I would have hoped the entertainer played some East Coast music. However, he only played contemporary music despite the fact that many people would have preferred a decent representation of Halifax.”

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JFarwell Sunset Wine and Cheese Yacht Sailing - Sailing past George’s Island and McNabs Island
Canada Sailing Tours, Cheese, Halifax Sailing Tours, Sailing Tours, Sailing Yacht Charters, Sunset Sailing Cruises, Tour Reviews, Wine Tours

JFarwell Sunset Wine and Cheese Yacht Sailing

3.JFarwell Sunset Wine and Cheese Yacht Sailing

★★★★★★★★★★5.0 · 149 reviews · 2 hours 30 minutes (approx.) · from $150Top rated

Review of Halifax’s JFarwell sunset wine and cheese sail, with Nova Scotia wines, harbour views, practical tips, pricing, and honest drawbacks.

“Ryan, Ben, & Avery made the experience a highlight of our stay with not only their sailing expertise, but knowledge of history and wine!!”

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JFarwell Adventure Yacht Sailing in the Halifax Harbour - Setting the Sails and Learning the Basics
Bay, Harbour and Coastal Sailing, Canada Sailing Tours, Halifax Sailing Tours, Sailing Tours, Sailing Yacht Charters, Tour Reviews

JFarwell Adventure Yacht Sailing in the Halifax Harbour

4.JFarwell Adventure Yacht Sailing in the Halifax Harbour

★★★★★★★★★★5.0 · 147 reviews · 1 hour 30 minutes (approx.) · from $82

Sail Halifax Harbour aboard a small yacht, help set the sails, steer the boat, and enjoy Nova Scotia views with a friendly crew.

“This is a fun and different activity. I do not go sailing everyday so for me it was fantastic. You see Halifax from a different viewpoint. I enjoyed helping out with some sailing tasks. Ryan the captain knows what he is doing. Great activity with a fantastic crew. I highly recommend this.”

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Halifax Sunset Cruise Aboard the Tall Ship Silva - The first harbour views: Georges Island and Maugher Beach
Canada Sailing Tours, Halifax Sailing Tours, Sailing Tours, Sunset Sailing Cruises, Tall Ship and Schooner Sailing, Tour Reviews

Halifax Sunset Cruise Aboard the Tall Ship Silva

5.Halifax Sunset Cruise Aboard the Tall Ship Silva

★★★★★★★★★★4.8 · 116 reviews · 1h 30m · from $34Best value

Cruise Halifax Harbour aboard the Tall Ship Silva at sunset, with city views, live music, sails, and an onboard bar.

“A great evening with friends on the Silva cruising around Halifax harbour. Near the end of the season, so got a bit cool, as to be expected for late September, when the sun went down. Great entertainment from a very talented young singer/songwriter.”

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