Sailing Trips in Halifax: 7 That Use a Whole Day Well

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, leaving from Halifax Waterfront for views of the Harbour Bridge, Cable Wharf, Georges Island, McNab’s Island, and Fort George. A live musician provides the soundtrack, while the crew may invite you to help raise the sails. Drinks and snacks are available for purchase.

“Pleasant time sailing in the Halifax Harbor. The scenery is pretty, the crew was exceptional and the musician was very good.”

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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 sailing from Halifax Waterfront past George’s Island and McNabs Island into the Northwest Arm. You’ll taste four Nova Scotia wines with local charcuterie, hear local stories, and may help with the sails. Captains and crew such as Ryan, Finn, Andrew, and Ali are praised for their sailing, wine, and Halifax knowledge.

“What a lovely sunset sail experience. Ryan and Finn were professional and attentive yet so down to earth and knowledgeable with both historical and modern day factoids. Well orchestrated from Start to Finish. Highly recommend!”

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3.JFarwell Adventure Yacht Sailing in the Halifax Harbour

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

Join J Farwell Sailing Tours for a 90-minute, small-group sail from Halifax’s waterfront. Captains such as Ryan, Jeff, and Frankie invite you to raise sails, assist with tacks, and sometimes steer. Enjoy harbour views, local drinks for purchase, and the fun bow-side pancake when the sail swings across.

“There wasn’t much wind for sailing, so we motored around the harbor. But it was a beautiful day and the crew did the best they could under the circumstances.”

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4.Tall Ship Harbor Sailing Cruise with Live Music

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

Sail Halifax Harbour aboard the 130-foot Tall Ship Silva for two hours of waterfront views, live music, commentary, and possible hands-on sail raising. Performers such as Gary and Tommy have entertained past departures. Board at Cable Wharf, arrive 15 minutes early, and bring comfortable shoes.

“The Harbor Cruise on The Silva was fabulous !! Very smooth with a great MC/Musician playing along the way. The boat was comfortable and thoughtly enjoyable. The sights along the journey were outstanding. Only advice I can offer is be prepared for full sun for 2 hours !!”

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5.JFarwell Moonlight Yacht Cruise from Halifax Waterfront

★★★★★★★★★★5.0 · 48 reviews · 1 hour 30 minutes (approx.) · from $75

Board at 9:30 p.m. on Halifax’s waterfront for a 90-minute, 19+ moonlight cruise with a maximum of 12 people. The crew sets sail when conditions allow, while captains such as Andrew, Frankie, Ray, and Ryan have shared local stories on past departures. Bring a sweater, step onto the bow, and watch the harbour lights from the water.

“Totally wonderful. Excellent staff and exceptional views. A highlight of our NS adventure. Highly recommend.”

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6.JFarwell Private Yacht Wine & Cheese Sunset Sail

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

Set out from 1599 Lower Water Street for a 2.5-hour private yacht sail with Nova Scotia wines, cheese, and sunset views. Your crew may include captains and hosts such as Finn, Ryan, Paul, or Caleigh, who share local waterfront stories while you cruise Halifax Harbour and the Northwest Arm.

“We had a wonderful cruise. Enjoyed the small group we were with.”

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7.Sunset Wine and Cheese Sailboat Cruise

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

Spend 2.5 hours sailing from Halifax with a hosted tasting of four Nova Scotia wines and a local cheese board. You can help hoist the sails, assist with tacks, take the helm, or relax as Finn, Emerson, Ali, or Derek share stories about the wines, waterfront, and Northwest Arm.

“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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