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Cruise Halifax harbor on a sailboat while tasting local wines and cheeses. Enjoy sunset views, help with sailing, and learn about Nova Scotia’s wine scene.

If you’re looking for a memorable way to experience Halifax’s waterfront, the Sunset Wine and Cheese Sailboat Cruise offers a charming blend of sailing, local wine tasting, and stunning scenery. This 2.5-hour journey is perfect for those who appreciate a relaxed yet engaging outing—without the crowds or typical tourist traps. Whether you’re a seasoned sailor or simply want to enjoy a scenic evening with good company, this tour delivers authentic charm and beautiful views.
Two things we particularly admire about this experience are the knowledgeable guides who share insightful stories about Nova Scotia’s wines and local history and the breathtaking sunset views over Halifax’s coastline. These elements elevate the cruise from just a boat ride to a heartfelt exploration of Nova Scotia’s wine culture and maritime beauty. However, one consideration is that participants are encouraged to assist with sailing, which may not suit everyone if you prefer a completely passive experience. Still, for those curious about helping out or learning the ropes, this hands-on element adds a layer of fun.
This kind of tour appeals most to travelers who love outdoor activities, enjoy good wine and cheese, and appreciate authentic local experiences. It’s ideal for couples seeking a romantic evening, friends looking for a relaxed group outing, or anyone eager to see Halifax from a different perspective.
You can check availability for your dates here:
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The first thing to note about this cruise is its remarkable setting. Departing from the lively Halifax Waterfront, the boat glides past George’s Island, offering a different perspective on a city filled with maritime history. The voyage itself lasts 2.5 hours, making it a perfect evening outing—long enough to soak in the scenery and enjoy the tasting, but not so lengthy that it drags on. The timing typically allows you to see the sun setting behind Dingle Tower, painting the sky in warm hues that make the experience truly picturesque.
The boat itself is described as spotless and comfortable, a crucial detail for anyone concerned about cleanliness or comfort on the water. The vessel’s design facilitates both active participation and relaxation, with plenty of space to lounge or climb to the bow for better views. The cruise offers the chance to help hoist sails, assist with tacks, or take a turn at the helm—which adds a playful, engaging element to what might otherwise be a passive experience. For some, that involvement might be the highlight; for others, simply relaxing with a glass of wine and taking in the scenery is just as rewarding.
The highlight of the cruise is undoubtedly the hosted tasting of four glasses of Nova Scotia wines, each carefully paired with local cheeses. The included wines are an inviting introduction to the region’s burgeoning wine scene. You’ll sample a sparkling Tidal Bay (an appellation white), a rosé, and a red—each showcasing Nova Scotia’s diverse grape offerings. The guides, such as Ali and Derek, are praised for their extensive wine knowledge and friendly approach, making the tasting both educational and enjoyable.
From the reviews, it’s clear that the quality of the wine and the cheese is a big plus. One traveler from Switzerland remarked that the “excellent wine and cheese, combined with beautiful views” made the trip “wonderful and flew by.” That’s a common sentiment—people often comment on how the scenery, wine, and company create a warm, convivial atmosphere that’s hard to beat.
The guides’ storytelling isn’t limited to wine; they also share interesting tidbits about Halifax’s history and real estate, adding depth to the experience. One reviewer appreciated how Derek shared a wealth of information about the area, making the journey educational as well as scenic.
In terms of value, at $117 per person, the tour offers more than just a boat ride; it’s a well-rounded experience that blends learning, tasting, and sightseeing. The price includes the sailing experience, wine and cheese tasting, and the chance to help with sailing, which can increase your appreciation for the region’s maritime culture.
Practical considerations include the need to bring sunglasses, a sun hat, a camera, and comfortable clothes. It’s an evening tour, so dressing in layers is wise—you might find the wind a bit cooler once the sun sets. As alcohol consumption is part of the experience, smoking is not allowed onboard, which helps keep the environment pleasant for everyone.
While transportation isn’t included, the meeting point is straightforward—inside a white Sea container next to the Halifax Beer Garden—making it easy to find. The tour is in English and suitable for guests over 19 years old, emphasizing the wine aspect.

Beyond the beautiful setting and engaging sailing, the small group size ensures a more personal experience. From the glowing reviews, we see that guides like Ali and Derek make a significant impact—they’re praised for their friendliness, knowledge, and ability to create a relaxed atmosphere. Their stories make the wine tasting more meaningful, giving context and background that deepen your appreciation.
The combination of a guided sailing experience with local wine and cheese makes this tour a delightful blend of activity and leisure. It’s not just about tasting wine; it’s about understanding where it comes from, who makes it, and how the maritime environment influences the flavors. That connection between land, water, and grape gives the experience authenticity.
The views are another major draw. Watching the sun set behind Halifax’s Dingle Tower, with the harbor stretching out before you, offers a sense of place that’s hard to replicate in a city tour or land-based tasting. The harbor’s calm waters and the sight of historic homes along the shoreline add to the charm.

This cruise is best suited for those who enjoy outdoor activities, are open to participating in sailing, and want a relaxed yet engaging evening with excellent local wine. It’s particularly appealing for couples seeking a romantic sunset, friends wanting a memorable group outing, or travelers eager to learn about Nova Scotia’s wine industry in an authentic setting.
It’s also a fantastic choice for anyone who appreciates scenic views, good conversation, and local flavors. If you’re not comfortable helping with sails, you can still enjoy the scenery and the tasting, but the interactive element is part of the charm.
More Great Tours NearbyThe Halifax: Sunset Wine and Cheese Sailboat Cruise delivers a well-rounded, authentic maritime experience that couples, friends, and curious travelers will cherish. The combination of breathtaking views, knowledgeable guides, and excellent local wines makes it a worthwhile addition to any Halifax visit. It’s a rare chance to understand the region’s wine story while gently sailing past historic sites at sunset.
While not a tour for those who prefer a completely passive experience, the opportunity to help with sails and learn about Nova Scotia’s wine industry adds an engaging layer that many other tours lack. The small group size and friendly guidance ensure you’ll feel comfortable and well-informed throughout.
If you’re after a memorable, scenic, and educational outing that captures the spirit of Nova Scotia’s maritime and wine culture, this cruise is an excellent choice. It offers genuine value—not just in the tasting but in the stories, views, and shared experiences you’ll take home.
Sailing fans have several other Halifax options to choose from
Is there a dress code for the cruise?
Casual, comfortable clothes are best. Dressing in layers is wise since it can be windier on the water, especially at sunset.
Can I participate in sailing during the tour?
Yes, guests are encouraged to help hoist sails, assist with tacks, or take a turn at the helm—making the experience interactive and fun.
How long is the sailing experience?
The cruise lasts approximately 2.5 hours, offering enough time to enjoy the scenery, wine, and a bit of sailing.
What wines are included in the tasting?
There are four glasses of Nova Scotia wines: a sparkling Tidal Bay, a rosé, and a red, all locally made and paired with cheese.
Is this tour suitable for children?
No, the tour is for guests over 19 years old due to the wine tasting component.
What’s the meeting point?
Look for the ticket center inside a white Sea container next to the Halifax Beer Garden—easy to find in the busy waterfront area.
Does the tour operate in all weather?
The tour is typically scheduled in the evening, but it’s advisable to check for any weather-related cancellations or rescheduling.
Are transportation options included?
No, transportation to the departure point is not included, so plan accordingly.
How many people are typically on the boat?
While the exact group size isn’t specified, the tour’s small-group vibe suggests a limited number of participants for a more intimate experience.
What should I bring?
Bring sunglasses, a sun hat, a camera, and comfortable clothes to enjoy the experience fully.
Whether you’re a wine lover, a maritime enthusiast, or simply looking for a peaceful way to enjoy Halifax’s sunset, this sailboat cruise offers a delightful, authentic taste of the city’s coastal charm.
You can check availability for your dates here: