10 Halifax Sailing Tours to Get on the Water

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

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

Board the tall ship Silva on Halifax’s waterfront for a two-hour harbour cruise with live acoustic music, onboard drinks, and views of the Harbour Bridge, Georges Island, McNab’s Island, Cable Wharf, and downtown Halifax. You may also help raise the sails, weather and crew plans permitting.

“This was a lovely experience, beautiful day, not over crowded. And the staff was very helpful with my partner who has limted mobility.”

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2.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, tasting four Nova Scotia wines with local charcuterie as the crew guides you from Halifax Harbour toward McNabs Island and the Northwest Arm. Captains Ryan, Andrew, Finn, and others share sailing tips, local history, and wine notes. The boat carries blankets and two bathrooms.

“Captain Andrew and Deckhand Ali were incredible. They were friendly, attentive, and knowledgeable in various areas (wines offered, local information, and some Nova Scotia history). The experience was amazing- the views, wine/charcuterie, and overall vibes were spectacular!”

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3.JFarwell Adventure Yacht Sailing in the Halifax Harbour

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

Spend about 90 minutes sailing Halifax Harbour aboard a yacht limited to 12 people. The crew may invite you to raise sails, help with tacks, or take the helm. Look for Georges Island, seals, and porpoises, then relax with Nova Scotia wine, beer, or spirits available for purchase.

“Everything was great, insight of the story behind sailing, with the captain being very knowledgeable of their craft.”

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4.Halifax Sunset Cruise Aboard the Tall Ship Silva

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

Spend 90 minutes aboard the Tall Ship Silva, sailing from Cable Wharf past Georges Island, Maugher Beach, and McNabs Island lighthouse. You can buy drinks at the onboard bar, listen to live music, and help raise the sails if conditions allow. The cruise ends with views of Halifax’s waterfront glowing in the last light.

“Zuber was the best! Great day!! Great driver. Good conversation and very engaging. Gave lots of good information and accommodating. Highly recommend!!!”

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5.Tall Ship Harbor Sailing Cruise with Live Music

★★★★★★★★★★4.5 · 75 reviews · 2 hours · from $42

Board the three-masted Tall Ship Silva at Cable Wharf for a two-hour Halifax Harbour cruise. You’ll pass Georges Island, Historic Properties, the waterfront, and the Northwest Arm, with live music from performers such as Gary or Tommy. If weather allows, the crew may invite you to help raise the ship’s huge sails.

“It was a really nice boat trip with great music played by Tommy.”

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6.Halifax Summer Breeze Sail

★★★★★★★★★★5.0 · 25 reviews · 2 hours (approx.) · from $95

Set sail from Halifax at 4 pm for about two hours with J Farwell Sailing Tours. A captain and first mate handle the boat while you enjoy a local cocktail or mocktail, open harbour views, and a small group capped at 12 people.

“It was really lovely. The Captain & 1st Mate were friendly & engaging. A bit of history of the harbour area thrown in , & an overall great experience”

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7.JFarwell Private Yacht Wine & Cheese Sunset Sail

★★★★★★★★★★5.0 · 18 reviews · 2 hours 30 minutes (approx.) · from $149

Spend about 2.5 hours aboard a private yacht from Halifax’s Lower Water Street, tasting Nova Scotia wines and enjoying cheese as the boat follows the waterfront into the Northwest Arm. Crew members such as Finn, Ryan, Paul, and Caleigh have been praised for sailing skill, local stories, and warm service. The route can be personalized.

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8.Sunset Wine and Cheese Sailboat Cruise

★★★★★★★★★★5.0 · 5 reviews · 2h 30m · from $118

Spend 2.5 hours aboard a sailboat from Halifax with four Nova Scotia wines, a local cheese board, and a guided cruise past George’s Island and down the Northwest Arm. You can help hoist the sails, take the helm, or relax on deck. Recent departures have featured skipper Finn and host Emerson, with wine and local-history details throughout.

“This event was truly excellent. The boat was spotless and comfortable, our skipper Finn and host Emerson were very knowledgeable and fun. I wouldn’t hesitate to recommend this event to others. Well worth the money!”

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9.Summer Breeze Sailing Tour with Cocktail

★★★★★★★★★★5.0 · 2 reviews · 2 hours · from $74

Set sail from Halifax’s waterfront for a relaxed two-hour cruise with a custom local cocktail or mocktail on arrival. You’ll pass George’s Island, Pier 21, and Point Pleasant Park, with time to stretch out on deck or try the helm under the crew’s guidance. Extra drinks and grazing boards can be pre-purchased.

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10.Signature Adventure Sail

★★★★★★★★★★5.0 · 2 reviews · 1h 30m · from $57

You’ll sail Halifax Harbour aboard the J Farwell for 90 minutes with an English-speaking crew. Help set the main or jib, assist with tacks, relax at the bow, or watch the jib pass overhead. Nova Scotia wine, craft beer, and spirits are available to buy. The trip begins and ends at 1655 Lower Water St.

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