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Experience a 2.5-hour sunset sail on Halifax harbor with wine and cheese, guided sailing, and stunning views of George's Island and Dingle Tower.
Enjoy a 2.5-hour sunset sail in Halifax harbor for $117 per person, combining scenic cruising with a curated wine and cheese tasting. Departing from the lively Halifax Waterfront, this tour offers a relaxed yet engaging way to explore Nova Scotia’s waters, learn about local wines, and enjoy spectacular views. With opportunities to assist with sailing and a knowledgeable guide, it appeals to those who appreciate both a scenic journey and a touch of hands-on activity — all capped by a beautiful sunset behind Dingle Tower.
One of the strongest features of this tour is its focus on local Nova Scotia wines. Participants sample four different glasses—including a sparkling Tidal Bay, a white appellation wine, a rosé, and a red—each expertly paired with a local cheese board. The guided tasting enhances the experience by sharing insights into the region’s wine industry, making this tour a delightful mix of relaxation, education, and fun.
While the tour is largely outdoor and involves sailing activities, it’s suitable for those who enjoy being active and want to see Halifax from a different perspective. It’s important to remember that transportation to the meeting point isn’t included, and the tour is not suitable for guests under 19 years old. This experience offers a well-balanced combination of scenic beauty, local flavors, and engaging sailing.


The tour begins at the Halifax Waterfront, an energetic hub full of shops, restaurants, and lively activity. The meeting point is inside a white Sea container next to the Halifax Beer Garden, making it easy to locate. From here, the vessel departs for a cruise near George’s Island, offering close-up views of the historic site and the city skyline.
The sailing vessel is noted for being spotless and comfortable, ensuring a pleasant environment for all onboard. As the sail unfolds, there’s a balance between relaxing at the bow, helping with sails, or steering under the guidance of experienced crew members. The timing of the cruise, usually in the evening, makes for a perfect setting to enjoy the sunset.
The route provides a gentle motor sail across the harbor’s narrows of the Northwest Arm, revealing some of Halifax’s grand homes along the shoreline. The journey combines the serenity of sailing with the excitement of participating in maritime tasks, making it suitable for those who want a hands-on experience.
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The highlight of the tour is the hosted tasting featuring four glasses of Nova Scotia wines, each carefully chosen to showcase the region’s offerings. The selection includes a sparkling Tidal Bay, a white wine from the appellation, a rosé, and a red wine, all paired with a local cheese board.
The guides are praised for their extensive knowledge and friendly approach, providing insights into the local wine industry and the people behind these wines. This educational component complements the scenic views and sailing activities, creating a well-rounded experience that appeals to wine enthusiasts and curious travelers alike.
Participants get to try their hand at hoisting sails and assisting with tacks, adding a sense of involvement and adventure. The guided tasting takes place as the boat cruises, making it a delightful way to savor the flavors of Nova Scotia while enjoying the beautiful sunset behind Dingle Tower.

One of the most appreciated aspects of this tour is the chance to assist with sailing. Guests can try hoisting the sails, steering the boat, or simply relax on the bow while the crew manages the navigation. This hands-on approach appeals to those who enjoy a more active and engaging experience on the water.
The crew members are described as knowledgeable and personable, adding a layer of enjoyment to the journey. The sailing experience is guided, ensuring safety and fun whether newcomers or seasoned sailors participate.
The pace of the tour is leisurely, allowing plenty of time for relaxation, conversation, and taking photographs of the stunning harbor views. Lounging in various areas onboard is encouraged, making it suitable for guests who prefer a more laid-back approach.
As the boat glides across the water, the views of Halifax’s coastline are impressive. Passengers can admire some of the city’s most beautiful homes along the harbor, as well as the historic Dingle Tower, which makes a stunning backdrop as the sun dips below the horizon.
The vantage point from the water provides a unique perspective on Halifax’s waterfront, with ample opportunity for photos. The sunset adds a warm glow to the scenery, turning the cruise into a memorable visual experience.
The cruise also offers a chance to see George’s Island up close, enriching the overall scenic appeal of the trip. The combination of natural beauty and city sights makes this sailboat cruise a compelling way to spend an evening in Halifax.
More Great Tours NearbyThe tour is priced at $117 per person, which includes the 2.5-hour sailing experience, the guided wine and cheese tasting, and the chance to participate in sailing activities. It typically departs in the evening, aligning with sunset timing.
Reservations are flexible, with the option to reserve now and pay later. Guests can cancel up to 24 hours in advance for a full refund, providing peace of mind if travel plans change.
Important items to bring include sunglasses, a sun hat, a camera, and comfortable clothing. Since the cruise is outdoors, dressing appropriately ensures a comfortable experience, especially during the sunset.
The tour is not suitable for guests under 19 years old, and smoking is not allowed onboard. No transportation to the meeting point is provided, so guests should plan to arrive at the ticket center promptly for the departure.
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This sailboat cruise offers a rare blend of scenic sailing, local wine tasting, and hands-on participation. The guided aspect makes it accessible for those new to sailing, while the stunning sunset views create a memorable backdrop.
The focus on Nova Scotia wines paired with local cheese elevates the experience beyond just a boat ride, turning it into an informative and flavorful journey. The knowledgeable guides add personality and insights, making the experience both educational and entertaining.
While the price point is competitive for a 2.5-hour luxury experience, guests should note that transportation isn’t included. Still, the beautiful scenery, engaging sailing, and excellent wine selection make this tour a worthwhile choice for those seeking a relaxed yet lively evening in Halifax.

Is this tour suitable for people who don’t know how to sail?
Yes, the tour is designed to be accessible for all, with opportunities to help with sailing activities or simply enjoy the ride. The guides ensure safety and provide instructions for participating.
Can I participate in sailing activities?
Absolutely, guests are encouraged to try hoisting sails, steering, or helping with tacks. It adds an interactive element to the experience.
What wines are included in the tasting?
The tasting features four Nova Scotia wines: a sparkling Tidal Bay, an appellation white, a rosé, and a red wine, all paired with a local cheese board.
Is transportation to the meeting point provided?
No, guests need to make their own way to the ticket center inside the white Sea container next to the Halifax Beer Garden.
What is the best time of day for this tour?
The tour usually takes place in the evening, timed to coincide with sunset, offering beautiful views and ideal lighting.