Brooklyn Private Sailing Charter: A Unique Way to See New York Harbor

Imagine slipping away from the hustle of the city for a couple of hours and gliding across the waters of New York Harbor on a private sailboat. This private sailing tour in Brooklyn offers just that—a scenic, intimate escape with views of iconic landmarks like the Statue of Liberty, Governors Island, and the stunning Lower Manhattan skyline. Priced at $660 per group for up to six people, this experience is perfect for families, friends, or couples looking for a personalized adventure.
Departing from Brooklyn Bridge Park, the boat, named Tantara, heads south along the harbor, giving you a close-up view of Lady Liberty—a shot worth bringing your camera for. The two-hour journey emphasizes a relaxed, enjoyable pace, with the chance for the captain to share interesting stories about the city’s most famous sights.
We love that this tour offers a personalized experience—whether you’re new to New York or a local looking for a fresh perspective, the captain’s insights become part of the charm. Plus, the close proximity to Manhattan means you get to enjoy the skyline from an unusual vantage point that’s often missed by larger cruise ships.
One possible consideration is that booking needs to be made about 11 days in advance, so last-minute plans might be tricky. Also, since it’s a private tour, it’s best suited for small groups who want an exclusive, flexible experience rather than a crowded sightseeing cruise. This tour fits those craving a unique, peaceful escape with stunning views and engaging storytelling.
Key Points

- Exclusive Experience: Private tour for up to six people, ensuring intimacy and personalized attention.
- Close-up Landmarks: Get right next to Lady Liberty and pass by Governors Island and the Manhattan skyline.
- Knowledgeable Guides: The captain shares interesting facts, making the experience both fun and educational.
- Flexible Booking: Need to plan ahead, with most bookings made about 11 days in advance.
- Value for the Price: For $660, you get a memorable, private outing that’s both scenic and informative.
- Weather-Dependent: Like all outdoor activities, good weather is essential for a smooth trip.
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A Deep Dive into the Brooklyn Sailing Experience

Setting the Scene at Brooklyn Bridge Park
Starting at 159 Bridge Park Dr. in Brooklyn Heights, the meeting point is conveniently located near public transportation, making it easy to access from Manhattan or other boroughs. As you arrive, you’re greeted by the sight of Tantara, a well-maintained sailboat ready to carry your small group into the harbor. From this vantage point, you already get a taste of the stunning skyline that frames the city—an ideal location to begin your nautical adventure.
What the Tour Covers: An Intimate Look at the Harbor’s Highlights
Once on board, the boat gently sets sail southward, giving you a different perspective of Lower Manhattan. As we loved in the reviews, the captain—Sam—was described as “perfect—accessible, knowledgeable, joyful, and accommodating.” His ability to share interesting facts about the landmarks you’ll see adds a layer of depth to your experience.
The primary highlight is passing close to the Statue of Liberty—probably the most iconic sight in the harbor. Unlike larger cruise ships that give a distant view, this private sail offers a more personal, up-close experience. You’ll likely find yourself snapping photos from just a few yards away, capturing Lady Liberty from a fresh angle.
Moving past Governors Island, you get a clear view of the city’s skyline, including the towering skyscrapers of Manhattan, which seem even more impressive from the water. The captain might point out hidden stories or historical tidbits about the landmarks, making this not just a scenic cruise but also a mini-lesson in the city’s maritime history.
What Makes This Tour Stand Out
The personalized nature of this private sail means you can tailor the experience slightly—whether you want to focus on photography, enjoy the scenery, or simply relax and chat with your guide. The boat’s two-hour duration strikes a good balance—long enough to see key sights without feeling rushed.
Another aspect we loved was how accessible the tour is. The reviews highlight how Sam’s friendliness and clarity make everything feel straightforward, even for first-timers. Plus, the boat’s size and private setting mean you’re not overwhelmed by crowds, which can be common on larger tours.
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Practical Details and what to Expect
The price of $660 covers the entire group, making it an excellent value for a private, personalized experience. If you’re traveling with family or friends, the per-person cost is quite reasonable compared to larger group cruises, especially given the exclusivity of the experience.
The tour is booked via mobile ticket, and most travelers plan around 11 days in advance. It’s important to note that good weather is essential, and if the weather turns bad, you’ll have the option to reschedule or get a full refund. This flexibility helps reduce travel stress.
While the tour is generally suitable for most travelers, be aware that group size is limited to six—ideal for intimate outings but not suited for larger parties. The start and end point are the same, making logistics simple, and the meeting spot is very close to public transportation.
Authentic Experiences and Review Highlights
A review from Meghan_M encapsulates the experience well: “This was a wonderful experience worth every penny. Sam was perfect—accessible, knowledgeable, joyful, and accommodating.” She also notes the confidence she felt due to the captain’s clarity and friendly approach, which is a hallmark of this tour.
Another reviewer emphasized how close-up views of the Statue of Liberty made the trip special, and how the relaxed pace allowed for plenty of photo opportunities. The combination of stunning vistas, personal attention, and expert storytelling makes this sailboat tour a standout.
The Value of a Private Sail
Compared to large harbor cruises, this private sailing trip offers a more intimate, flexible, and engaging experience. You can focus on the sights that matter most to you, whether that’s snapping photos, learning about the city, or simply enjoying the calm sea breeze. For around $660, this experience provides excellent value, especially considering the personalized nature and the chance to see the harbor from a unique vantage point.
Who Will Love This Tour?
This tour is ideal for travelers wanting a personalized and less crowded way to enjoy New York Harbor. It’s perfect for small groups, couples, or families seeking a memorable, scenic outing. If you enjoy learning from guides, taking photos, or just relaxing on the water while soaking in iconic views, this tour will meet your expectations.
Frequently Asked Questions
- How far in advance should I book? Most bookings are made about 11 days before the intended date, so planning ahead is recommended.
- What is the price for the entire group? The cost is $660 for up to 6 people, making it a good deal for small groups or families.
- Where does the tour start and end? It begins and ends at 159 Bridge Park Dr, Brooklyn Heights.
- Is this suitable for children or all travelers? Yes, most travelers can participate, and service animals are allowed.
- What happens if the weather is bad? The tour is weather-dependent. If canceled due to poor weather, you can reschedule or receive a full refund.
- Are there any restrictions on group size? Yes, the private tour is limited to six people.
- Is the boat accessible for people with disabilities? While not explicitly detailed, the tour’s accessibility is mentioned as generally accommodating.
- Can I book just a seat as part of a larger group? No, this is a private tour for your group only.
- What makes this tour different from other harbor cruises? Its private, intimate setting and the chance to get close to landmarks like Lady Liberty are key differentiators.
- Is there a guide or captain on board? Yes, the captain (like Sam) shares interesting facts and makes the experience engaging.
Final Thoughts

This private sailing tour in Brooklyn offers a rare chance to see New York Harbor from a calm, personal vessel that highlights the city’s most beloved sights. With a small group size, knowledgeable guides, and up-close visuals of the Statue of Liberty, it’s a perfect choice for travelers craving a peaceful and authentic experience away from the crowded boats and buses.
The tour’s value lies in its exclusive nature—you’re not just another face in the crowd but a small group enjoying a tailored journey. Whether celebrating a special occasion or simply seeking a different perspective on the city, this sail provides a peaceful, scenic escape with plenty of photo opportunities and engaging stories.
While it requires some planning and depends on good weather, the effort is well worth it. For anyone who loves the idea of a personalized trip with stunning views and a knowledgeable guide, this Brooklyn sailing adventure is a worthy addition to your New York itinerary.
Whether you’re a first-time visitor or a local wanting to see the harbor anew, this private sailing trip offers a refreshing, memorable way to enjoy New York from the water.
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