4 Canada Sailing Trips Worth Booking

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

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

Spend about two hours aboard the tall ship Silva, sailing from Halifax Waterfront past the Harbour Bridge, Georges Island, McNab’s Island, and Cable Wharf. Enjoy live acoustic music, help raise the sails when conditions allow, and buy drinks from the onboard bar. Gary and other musicians may take requests.

“Great live music, friendly and helpful staff, free coffee, and enjoyable route through the harbour. A good way to spend the afternoon with family.”

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2.3-Hour Whale Watching Expedition

★★★★★★★★★★4.4 · 177 reviews · 3 hours · from $130

Set out from downtown Victoria on a stable 40-passenger catamaran with veteran captains and certified naturalists. Over three hours, you may see orcas, humpbacks, seals, sea lions, otters, and marine birds while guides such as Sophie, Gord, Mike, or Andre explain the Salish Sea.

“We were extraordinarily lucky to find a dozen or more humpback whales in one spot and two that swam within feet of the boat. Amazing views of these magnificent animals. Aside from the huge slice of luck, the boat was comfortable, well staffed and not overcrowded. All staff on board were very friendly and imparted their knowledge well.”

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3.JFarwell Sunset Wine and Cheese Yacht Sailing

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

Spend 2.5 hours aboard J Farwell’s yacht with a small group, tasting four Nova Scotia wines while sailing from Halifax Harbour toward McNabs Island and the Northwest Arm. Crew members such as Ryan, Finn, Andrew, and Ali add local history, sailing tips, and wine guidance as the evening unfolds.

“Sharing stories about boating and local history and properties. Loved the calm waters and knowledgeable staff !”

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4.JFarwell Adventure Yacht Sailing in the Halifax Harbour

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

Join JFarwell Sailing Tours at 1655 Lower Water St for a 90-minute Halifax Harbour sail aboard a yacht limited to 12 people. Crew members such as Ryan, Jeff, Frankie, Finn, and Margaret invite you to help with sails, try the helm, and enjoy views toward Georges Island. Drinks are available for purchase.

“Brandon and Margaret were great hosts. Great way to spend a couple hours. Actually met another couple on a boat which led to dinner and drinks . Great way of meeting people”

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