If you’re dreaming of seeing New York City from a different perspective, a private sailing tour departing from Brooklyn might just be what you’re looking for. While not everyone will want to spend a couple of hours on the water, those who do typically find it to be a memorable, personalized way to experience the Big Apple’s harbor.
This tour, offered by North River Sailing, has earned a perfect 5.0 rating from four reviews, which speaks volumes about its quality and appeal.
What makes this experience stand out? First, the intimate setting of a private boat means you won’t be crammed in with strangers. Second, the close-up views of Lady Liberty and other landmarks make this a unique sightseeing option. One potential caveat? The cost, at $660 for a group of up to six, might seem steep for some, but when you consider the personalized service and private setting, many find it well worth it.
This tour suits those looking for a special, flexible outing—whether celebrating a special occasion or simply wanting to see New York in a different way.
This experience made our article of 2 Of The Best Boat Tours & Cruises In Brooklyn.
- Key Points
- Setting Sail from Brooklyn: What to Expect
- Up Close with Lady Liberty and Beyond
- The Experience on Board
- The Value of a Private Sailing Tour
- Practical Considerations
- Who Will Love This Tour?
- The Sum Up
- Frequently Asked Questions
- The Best Of Brooklyn!
- More Private Tours in Brooklyn
- More Boat Tours & Cruises in Brooklyn
- More Tour Reviews in Brooklyn
Key Points
- Private experience with personalized attention from your captain
- Close-up views of Statue of Liberty and NYC skyline
- Flexible booking for up to 6 guests at a reasonable price per group
- Ideal for small groups or couples seeking a memorable adventure
- Easy to book with an average booking window of 11 days
- Cancellation is free up to 24 hours in advance
👉 See our pick of the The Top 7 Workshops & Classes In Brooklyn
Setting Sail from Brooklyn: What to Expect

This two-hour private sailing tour strikes a balance between a manageable time commitment and a memorable experience. Departing from Brooklyn Bridge Park, the starting point at 159 Bridge Park Dr. offers easy access via public transportation, making it a convenient choice for city dwellers and visitors alike.
From the outset, the views of Lower Manhattan are stunning. As your boat, the Tantara, begins to glide southward, you’ll instantly get a sense of the city’s energy—only this time, from the water. The experience is tailored for small groups, ensuring that you receive personalized attention and can fully enjoy the scenery.
You can also read our reviews of more boat tours in Brooklyn
Up Close with Lady Liberty and Beyond
The main highlight of this tour is the approach to the Statue of Liberty. Unlike crowded ferry rides, this private charter allows you to get right up close, providing fantastic photo opportunities and a more personal encounter with this iconic symbol of freedom. Expect your captain to point out interesting facts about the landmarks you pass, whether you’re a first-time visitor or a seasoned local.
Beyond Liberty Island, the boat sails past Governors Island, which offers a refreshing view of this lesser-visited yet historically significant part of New York Harbor. The route offers a panoramic tableau of the Manhattan skyline, including some of the city’s most famous skyscrapers, which look particularly impressive when framed from the water.
The Experience on Board
The boat itself is described as a comfortable vessel with a friendly, knowledgeable captain. One reviewer praised Sam, the captain, for being accessible, joyful, and accommodating, making the experience feel relaxed and welcoming. Expect to feel confident and well-guided, especially if you’re new to sailing or boating.
For the more adventurous, there might be opportunities to learn a little about sailing, but generally, the focus is on enjoying the views and the company. Since it’s a private tour, you and your group can customize your experience—whether that means relaxing, taking photos, or chatting with your captain.
The Value of a Private Sailing Tour

At $660 for up to six guests, this tour offers significant value, especially considering the personalized nature of the experience. While on the pricier side compared to large ferry cruises, it compensates with exclusivity, comfort, and the ability to customize your trip. For couples celebrating an anniversary, small families, or friends looking for something special, this private sail can be a standout activity.
A review from Meghan_M captures this well: she described it as “a wonderful experience worth every penny” and appreciated the knowledgeable and joyful captain. Such personalized service and direct access to the landmarks make this a memorable outing that feels like a true luxury compared to crowded boat tours.
Practical Considerations
The tour is bookable approximately 11 days in advance, which is perfect for planning a special occasion or a spontaneous getaway. It’s also good to note that the activity is weather-dependent—if conditions aren’t suitable, you’ll get a full refund or an alternative date.
The meeting point at Brooklyn Bridge Park is convenient for most travelers, and the activity ends back at the same location, simplifying logistics.
You can also read our reviews of more private tours in Brooklyn
Who Will Love This Tour?
This private sailing experience is a great fit for those who value personalized attention and a more intimate setting. It’s perfect for romantic couples, small groups of friends, or families wanting to escape the crowds and enjoy a calm, scenic cruise. It’s also an excellent choice for visitors who want to see Lady Liberty and the Manhattan skyline from a perspective that large ferry tours can’t match.
If you’re a history buff or just love the idea of a relaxed, private boat ride, this experience will hit the right notes. It’s particularly appealing to those interested in photography, as the close-up views provide plenty of opportunities for stunning shots.
The Sum Up

A private sailing tour departing from Brooklyn offers an authentic, relaxed way to see New York Harbor. You’ll get personalized service, fantastic views, and a chance to experience the city from a fresh angle. Whether celebrating a special occasion or simply seeking a memorable escape, this activity provides excellent value for a small group willing to spend a bit extra for exclusivity and comfort.
While the price might seem high compared to larger group cruises, the intimacy and flexibility make it worthwhile, especially for those looking to create special memories. If you’re traveling with family, friends, or a partner, this private sailing experience promises a delightful blend of scenic beauty, expert guidance, and personalized service.
For anyone eager to tick this off their NYC bucket list with a unique, small-group adventure, booking this tour could be a highlight of your visit. Just don’t forget your camera—those views of Lady Liberty and the skyline are hard to beat.
Private Sailing Charter in Brooklyn
Frequently Asked Questions

What is the meeting point for this tour?
The tour starts at 159 Bridge Park Dr, Brooklyn Heights, NY. It’s easy to reach via public transportation, making it a convenient launch site.
How long does the sailing tour last?
The experience lasts approximately 2 hours, which provides enough time to enjoy the sights without feeling rushed.
Can I book this tour last minute?
Booking is typically done about 11 days in advance, but it’s advisable to plan ahead to secure your preferred date.
Is this activity suitable for children?
Most travelers can participate, and since it’s a private tour, you can check with the provider about specific age restrictions or requirements.
What if the weather is bad?
The tour requires good weather. If canceled due to poor conditions, you’ll be offered a different date or a full refund.
Can I bring service animals?
Yes, service animals are allowed onboard.
What is included in the price?
The price covers the private boat, the captain’s guidance, and the scenic cruise. Additional amenities or services aren’t specified but may be discussed upon booking.
Is this experience good value for the cost?
Many guests find it to be a worthwhile splurge, especially given the private setting and close-up landmark views.
Do I need sailing experience?
No, you don’t need to know how to sail. The captain handles the boat, and your role is mainly to relax and enjoy the scenery.
How do I cancel if my plans change?
You can cancel up to 24 hours in advance for a full refund through the booking platform.
This private sailing charter from Brooklyn offers a rare chance to see New York City’s landmarks from the water without the crowds. Whether you’re celebrating, sightseeing, or just seeking a peaceful break, it’s a well-reviewed, beautifully paced experience worth considering.






















