Private Sail New York with Brooklyn Sail (Reserve the entire boat)

Sailing around New York Harbor has long been considered one of the most scenic ways to take in the city’s iconic skyline and famous landmarks. Brooklyn Sail offers a private 2.5-hour cruise that promises a personalized, intimate experience of the Big Apple’s waterfront, all from the comfort of a private boat for up to six people. While I haven’t personally taken this exact tour, reviews and detailed descriptions give us a clear picture of what makes it a standout option for anyone wanting a unique perspective on NYC.

What we love about this experience is its flexibility—being able to rent the entire boat ensures privacy and exclusivity. The close-up views of the Statue of Liberty, Brooklyn Bridge, and Manhattan skyline are hard to beat, especially with knowledgeable guides on board. Plus, the opportunity to bring your own food and drinks makes it feel more like a special outing rather than just another sightseeing tour.

One potential consideration is the price point—$895 per group. While it might seem steep, the private nature and the number of landmarks you cover in such a short time make it a worthwhile splurge for special occasions or those craving a more exclusive experience.

This tour is perfect for couples celebrating a milestone, families wanting a relaxed adventure, or groups wanting a memorable way to see New York from a different angle. If you’re after a peaceful, personalized, and scenic escape on the water, this sail could be your ideal match.

Key Points

• Private and Exclusive: Reserve the entire boat for up to 6 guests, ensuring privacy and a tailored experience.
• Unbeatable Views: Close encounters with NYC landmarks like the Statue of Liberty, Brooklyn Bridge, and Manhattan skyline.
• Flexible Scheduling: Choose from different departure times to fit your plans.
• BYO Food & Drinks: You can bring your own snacks and drinks, making it a personalized celebration.
• Expert Guides: Knowledgeable crews, often praised for their friendly and engaging manner.
• Cost-Effective for Small Groups: While $895 might seem high, it covers a private boat, making it good value for an intimate experience.

The Experience in Detail

Starting Point and Logistics

The tour begins at Pier 5, located at 8 Joralemon St in Brooklyn—a straightforward spot near public transportation. The convenience of the location is a plus, especially if you’re staying in Brooklyn or nearby Manhattan, as it’s easily accessible. The activity ends back at the same pier, simplifying logistics and making it easier to plan the rest of your day.

The Itinerary: Landmark Encounters

The itinerary includes a curated cruise past several of NYC’s most loved sights, with some notable highlights:

• Statue of Liberty: As the boat sails close, you’ll get a stunning view of Lady Liberty, perfect for photos. Reviewers mention the experience as “the best way to see NYC sights by water,” with some even making special memories such as proposing during the sail.

• Brooklyn Bridge: Motor under this iconic bridge, which provides an impressive photo opportunity—something visitors rave about for capturing that quintessential NYC shot.

• One World Trade Center: Passing this towering symbol of resilience offers a chance to appreciate Manhattan’s modern skyline from an unusual vantage point.

• Ellis Island: Cruising by this historic site adds a meaningful layer to your experience, reminding us of the city’s immigrant roots.

• Governor’s Island: Raising the sails for a motor sail past this peaceful island gives a feeling of serenity amid the urban scenery.

What’s Included?

Bottled water is provided, which is a simple but appreciated touch. The option to bring your own food means you can pack a picnic, champagne, or celebratory snacks—perfect for birthdays, anniversaries, or just a leisurely day out. The boat is equipped for comfort, and the crew is praised in reviews for their professionalism and friendliness.

The Crew and Guide Experience

Multiple reviews highlight the guides and crew—particularly named captains like Ian and Andrew—as being warm, knowledgeable, and engaging without overwhelming. One reviewer mentioned Ian capturing a proposal beautifully, emphasizing how the captain can create memorable moments. Another praised Andrew for his good energy and accommodating attitude, which is vital when you’re relaxing on the water.

Duration, Price, and Booking

The tour lasts about two and a half hours, a sweet spot for sightseeing without fatigue. The price of $895 covers the entire boat for up to six guests, translating to roughly $150 per person if you share with friends or family. Many reviewers consider this a fair deal given the exclusivity, the landmarks seen, and the personalized service.

Most travelers book around 26 days in advance, which suggests good availability if you plan ahead. Flexibility with departure times allows you to choose a slot that fits your schedule, particularly useful for sunset cruises or daytime adventures.

Why This Tour Works Well

Intimate and Personalized Experience

Unlike crowded boat tours, this private sail offers a calm, intimate setting. You can customize your trip, bring food and drinks, and enjoy the scenery without interruptions. Several reviews mention how relaxing and special the experience feels—like being out with friends or family on your own boat.

Unmatched Views and Photo Opportunities

Sailing close to landmarks means you’ll get stunning angles perfect for photos—something many reviewers appreciated. The boat’s proximity to sites like the Statue of Liberty and Brooklyn Bridge offers a perspective that’s hard to match from land or larger group tours.

Knowledgeable and Friendly Guides

Guides like Ian and Andrew receive high praise for their local knowledge and friendly demeanor. One reviewer noted how Ian managed to capture a proposal beautifully, showing the guides’ attention to detail and care.

Flexibility and Comfort

Multiple departure times let you pick a time that suits your plans, whether it’s a romantic sunset sail or a daytime cruise to beat the crowds. The boat itself is described as comfortable, with the option to raise the sails or motor along depending on your preference.

Value for Money

At $895, this experience is on the higher end, but considering it’s a private boat for six people, many think it’s good value for such a personalized trip. It’s perfect for special occasions like proposals, birthdays, or just a unique way to celebrate a memorable day.

The Booking and Practicalities

Ease of Booking

Most travelers book about a month in advance, emphasizing the need to plan early for popular slots. The process is straightforward, with confirmation received immediately after booking.

Meeting Point and Accessibility

Starting at Pier 5 in Brooklyn puts you near major transit routes, making it easy to coordinate your arrival. The activity lasts around two and a half hours, and it ends at the same spot, simplifying logistics.

Cancellation and Weather

This tour is weather-dependent. If canceled due to poor conditions, you’ll be offered a different date or a full refund. The non-refundable policy applies once booked, so it’s wise to check the forecast and plan accordingly.

Who Should Consider This Tour?

This sailing experience suits couples looking for a romantic outing, small groups celebrating milestones, or families wanting a relaxed adventure. It’s ideal for those who appreciate personalized service and want to avoid large crowds. If you’re after the classic New York skyline from the water with some expert guidance and flexibility, this tour hits the mark.

Final Thoughts

This private sailing trip from Brooklyn offers a rare chance to see New York City from an intimate, scenic perspective. With knowledgeable guides, stunning landmarks, and the ability to customize your experience, it feels both special and practical. While the price might be a consideration, the exclusivity and quality make it a worthwhile splurge.

If you’re seeking a peaceful, personalized way to experience NYC’s water, this tour could be just what you need. Perfect for celebrating, creating memories, or simply enjoying the city’s beauty from a fresh angle, it delivers on all fronts.

FAQ

Is this tour suitable for children? The reviews suggest most travelers can participate, and service animals are allowed, making it accessible.

How long is the cruise? Approximately 2 hours and 30 minutes, offering enough time to enjoy the sights without feeling rushed.

Can I bring my own food and drinks? Yes, you’re welcome to bring your own food and beverages, which is great for celebrations.

What landmarks will I see? You’ll sail past the Statue of Liberty, Brooklyn Bridge, One World Trade Center, Ellis Island, and Governors Island.

What is included in the price? Bottled water is provided, and the entire boat is reserved for your group.

How far in advance should I book? Most booking is done about 26 days ahead, so plan early to secure your preferred time.

Is the tour weather dependent? Yes, poor weather could lead to cancellation. You’ll be offered a different date or full refund if that occurs.

What’s the size of the group? Up to 6 passengers for this private tour, ensuring exclusivity and comfort.

Can I book for a special occasion? Absolutely. Many reviews mention celebrating milestones and making memorable moments here.

What is the cancellation policy? The experience is non-refundable, but you’ll be rescheduled or refunded if canceled due to weather or minimum number requirements.

To sum it up, if you’re after a relaxed, intimate, and scenic way to see New York’s most famous sights, this private sail ticks all the boxes. With a friendly crew, flexible scheduling, and the freedom to personalize your trip, it’s a high-value experience—perfect for making special memories while taking in the city from a truly unique vantage point.