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Experience New York’s iconic sights on a private 2.5-hour sail from Brooklyn for up to six people. Enjoy close views of the Statue of Liberty, Brooklyn Bridge, and Manhattan skyline.
Getting out on the water in New York with a private sailing charter offers a unique perspective of the city’s famous landmarks. This experience, operated by Brooklyn Sail, provides an intimate 2-hour 30-minute voyage from Pier 5 in Brooklyn for groups of up to six passengers. Priced at $895 per group, it combines personalized service with stunning vistas of the Brooklyn Bridge, World Trade Center, Statue of Liberty, Ellis Island, Governors Island, and the Manhattan skyline. The tour is highly praised, with a perfect 5.0/5 rating from 118 reviews, and is recommended by 100% of participants.
The tour offers flexibility with different departure times to fit various schedules. Guests are welcome to bring their own food and drinks, with bottled water provided. This experience suits those seeking a luxury private outing to celebrate special occasions, enjoy a relaxing day, or capture memorable photos from the water. Keep in mind, booking typically occurs 26 days in advance, making it a well-anticipated choice for many travelers.

This sailing tour begins at Pier 5, 8 Joralemon St, Brooklyn. The location is accessible by public transportation, making it convenient to start your adventure. The activity concludes back at the same meeting point, simplifying logistics. Families, couples, and small groups find this setup ideal for a seamless experience without the hassle of coordinating multiple locations.
The pier setting offers a scenic launchpad for your private sail, with the Brooklyn skyline providing an iconic backdrop. Since this is a private activity, only your group participates, ensuring a personalized and relaxed atmosphere from start to finish.
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This tour’s route is designed to highlight New York City’s most recognizable sights. As the boat departs from Brooklyn, it sails by the Statue of Liberty, offering close-up views that are perfect for photos. The captain then motors under the Brooklyn Bridge, giving a chance to appreciate the grandeur of this historic structure from the water.
Next, the journey takes you past the One World Trade Center, a towering symbol of resilience and modern architecture. The boat then sails by Ellis Island, known for its immigrant history, before raising the sails to glide past Governor’s Island. Throughout, the route emphasizes close proximity to key landmarks, with many reviews praising the ability to get so near to these icons.

This private sailing trip combines cruising with a sense of intimacy that larger boat tours cannot match. Guests enjoy stunning panoramic views of Manhattan’s skyline and the harbor, all from the comfort of a well-equipped boat. The guides are praised for their knowledgeable commentary about the landmarks, making each moment both scenic and informative.
The sailing itself is relaxed, with the captain sometimes raising the sails to add a traditional touch to the experience. The boat is described as comfortable and well-prepared, ensuring a smooth ride. Guests also have the opportunity to raise the sail themselves if they wish, adding a fun, hands-on element for those interested in sailing basics.

One of the main highlights is the close proximity to NYC’s most iconic landmarks. From the water, the Statue of Liberty appears majestic and detailed, offering perfect photo opportunities. Sailing under the Brooklyn Bridge provides a dramatic perspective of this engineering marvel. The towering One World Trade Center dominates the skyline, and Ellis Island’s historic buildings are visible from the water.
The route’s design ensures travelers experience the best views of Governors Island and the Manhattan skyline, especially during sunset or twilight, when the city lights begin to sparkle. Multiple reviews mention that the views feel exclusive and intimate, as you get close to the landmarks without the crowds typical of land-based tours.

The tour is offered with flexible departure times, allowing guests to pick a slot that suits their plans. Confirmation is provided immediately upon booking, and the activity is weather-dependent—if poor weather cancels the trip, a full refund or rescheduling is available.
Guests are encouraged to bring their own food and drinks for a personalized picnic on the water, with bottled water supplied. The boat accommodates up to 6 people, making it ideal for small groups, families, or couples celebrating a special occasion. Since the tour is private, it offers a tailored experience, free from strangers or large crowds.

The captains, including Ian and Andrew, are frequently praised for their friendly demeanor, professionalism, and knowledge. They skillfully navigate the waters while providing engaging commentary about the landmarks. Several reviews describe the captains as kind, helpful, and accommodating, ensuring everyone feels comfortable, whether they are seasoned sailors or first-time water explorers.
The captains also excel at creating a relaxed and welcoming atmosphere, making the experience enjoyable for all types of travelers. Their ability to balance conversation with privacy has earned high praise across many reviews.

While the standard duration offers daytime views, many guests opt for the evening sail, especially around sunset. During sunset, the skyline transforms with golden hues, and the city’s lights begin to shimmer, creating an almost magical setting. Some reviews highlight this magical quality, emphasizing how the sunset enhances the scenery and makes for memorable photos.
Night sailing is also available, where fireworks or city lights add extra sparkle to the experience. The calm waters and gentle evening breeze make this a peaceful way to unwind after a busy day exploring NYC.

The tour’s location at Pier 5 is accessible by public transit, and the boat itself is described as comfortable and well-equipped. The experience is suitable for most travelers, including those with service animals. The relaxed pace and friendly crew help create an inclusive environment that caters to a variety of needs.
Guests with back issues or mobility concerns are accommodated, and the crew is attentive to guest comfort throughout the journey.
Unlike larger, group cruise options, this private sail offers an exclusive and personalized experience. The small group size makes it perfect for celebrating a special occasion, such as proposals, birthdays, or anniversaries. The personalized service, combined with close-up views of NYC landmarks, sets this experience apart from typical sightseeing cruises.
The price of $895 may seem high compared to standard tours, but the private nature and intimate setting justify the cost. Many reviews mention the excellent value for money, especially given the high quality of guides and stunning scenery.
This tour is best suited for small groups of up to six people who want a luxurious, quiet, and tailored way to see New York’s landmarks. It appeals to couples celebrating special moments, families seeking a memorable day, or small groups of friends looking for a relaxing cruise. The ability to bring food and drinks makes it perfect for private celebrations or romantic outings.
While the experience is most suitable for those comfortable on a boat, its friendly crew and calm waters make it accessible for a wide range of travelers. It’s a fantastic option for anyone wanting a peaceful, scenic, and exclusive view of NYC from the water.
“I booked a private sail with Brooklyn Sail to propose to my girlfriend and Ian was the perfect captain he captured the moment beautifully and stru…”
What is the price of the private sail?
The tour costs $895 per group, accommodating up to six passengers.
How long does the tour last?
The sailing experience is approximately 2 hours 30 minutes.
Where does the tour start?
It departs from Pier 5, 8 Joralemon St, Brooklyn.
Can I bring my own food and drinks?
Yes, guests are welcome to bring their own food and drinks; bottled water is included.
What landmarks will I see?
You will see the Statue of Liberty, Brooklyn Bridge, One World Trade Center, Ellis Island, and Governors Island.
Is this tour private or shared?
This is a private tour, with only your group participating.
What is the cancellation policy?
This experience is non-refundable. If canceled due to bad weather, you will be offered a full refund or reschedule.
Is the tour accessible for all travelers?
Yes, the location is accessible by public transit, and the boat is described as comfortable and suitable for most travelers.
Who are the guides or captains?
The captains, including Ian and Andrew, are praised for their professional, friendly, and knowledgeable approach.
When should I book?
Most bookings are made about 26 days in advance due to popular demand.
Can I choose the departure time?
Yes, different departure times are available to fit your schedule.
This private sailing experience from Brooklyn offers a perfect blend of luxury, scenic beauty, and personalized service. Whether celebrating a milestone, capturing stunning photos, or simply enjoying a peaceful cruise, it provides a memorable way to see New York City from its waters.