NYC: Sail NYC’s Skyline in Style!

Imagine gliding smoothly across the water, the city skyline shimmering around you, while you sip a drink and soak up some of New York City’s most iconic sights. That’s exactly what this private sailing charter promises—and from what we’ve gathered, it’s a pretty special way to see the Big Apple from a whole new perspective.

What really catches our eye about this experience are two things: first, the exclusivity of a fully private sail—just you, your friends or family—on a beautifully restored classic sailboat, which adds a touch of elegance, and second, the stunning views of Manhattan’s skyline and landmarks like the Statue of Liberty, all delivered in an intimate setting.

On the flip side, one consideration to keep in mind is that this tour is about 2 hours long, which might feel a bit short if you’re craving a full day of sightseeing. Still, for a laid-back, scenic escape, it’s pretty hard to beat.

This experience is best suited to travelers who appreciate a relaxed, personalized outing and want to avoid crowded tour boats. It’s perfect if you’re celebrating something special or just want a memorable way to see the city’s waters, especially if you enjoy sailing or are curious about trying it out in a friendly, personalized setting.

Key Points

• Private and personalized experience: Just your group on a restored classic sailboat with a dedicated captain.
• Stunning waterfront views: Close-up sights of Manhattan, Brooklyn Bridge, Statue of Liberty, and more.
• Flexible route options: Some guests prefer sailing underneath the Brooklyn Bridge instead of heading near the Statue of Liberty.
• All essentials included: Waters, sodas, ice, and a Bluetooth sound system to set the mood.
• Convivial and safe: Captain Eric, with 14 seasons and over 60,300 miles logged, prioritizes safety and skill.
• Cost/value: At $780 for up to 6 people, it offers a pretty personalized experience that’s worth considering if you value intimacy and exclusivity.

You can check availability for your dates here:

Setting the Scene: The Experience

We love the idea of stepping aboard a gorgeously restored Tayana 37 sailboat—a vessel designed for crossing oceans, yet perfectly suited for the waters of New York Harbor. It feels like sailing in a piece of maritime history, combined with the comfort and cleanliness that come with a well-maintained vessel.

Knowing that Captain Eric has been navigating these waters for 14 years with over 60,000 nautical miles under his belt reassures you that safety and expertise are at the forefront. He’s not just guiding you around; he’s passionate about sharing his local knowledge and making the sail tailored to your preferences.

The departure point, Chelsea Piers (Pier 59), is conveniently located in Manhattan, right on the Hudson River. It’s easy to find, with Google Maps guiding you to the exact slip, and the setup is straightforward—just arrive, check in, and hop aboard.

What the Tour Includes

Once aboard, your 2-hour private cruise begins. Sodas, bottled water, and ice are provided, so you can relax with a drink while taking in the scenery. The Bluetooth sound system adds the option to play your favorite music, making the whole experience feel even more personal.

You’re free to bring your own food and alcohol—perfect for a celebratory outing or simply to customize your day. Whether you want to pack a picnic, some champagne, or just snacks, you have the flexibility to make it your own.

During the sail, the captain offers commentary, pointing out landmarks like One World Trade Center, Empire State Building, Ellis Island, Brooklyn Bridge, and the Verrazano Bridge. You might find sailing underneath the Brooklyn Bridge a memorable highlight, giving you a close-up view of this iconic structure.

The Itinerary and Sights

Most sailings follow a classic route: departing from Chelsea Piers, heading down the Hudson River, passing near Lower Manhattan, and then making your way as close as possible to the Statue of Liberty. This proximity offers some fantastic photo opportunities and an immersive perspective that you simply don’t get from land.

Because the routes are customizable, your captain might instead take you underneath the Brooklyn Bridge or focus on different sights depending on your interests and the weather conditions.

Some reviews mention that the views across the water are truly breathtaking. As one traveler shared, “We loved the way the skyline looked from the water—especially the Empire State Building lit up at sunset.” It’s these moments that make the experience so memorable.

The sailing is smooth and relaxed, with the option to sail close to landmarks or enjoy a more tranquil cruise along the river. It’s a decent length—two hours—enough to take it slow and soak everything in without feeling rushed.

The Value Proposition

At $780 for a private group of up to six, this tour isn’t the cheapest way to see Manhattan but considering the exclusivity and the personalized attention, it’s quite reasonable. It’s a chance to escape the crowds and see the city from a peaceful vantage point, with all the comforts of a private boat.

Think of it as an experience that blends luxury, adventure, and the kind of views that stay with you long after. It’s especially suited if you’re celebrating a special occasion or just want to indulge in a luxurious, low-key outing.

More Great Tours Nearby

Practical Tips

• Timing: Available in morning and afternoon, so choose a time that suits your mood and weather forecast. Mornings tend to be quieter and cooler, while afternoons might offer the best light for photos.
• What to bring: Pack some snacks, your favorite drinks, and maybe a light jacket depending on the weather.
• What’s not included: Food and alcohol are up to you—so plan to bring your own if desired.
• Accessibility: The departure point is well-marked at Chelsea Piers, making the check-in process simple.
• Cancellation policy: Cancel up to 7 days in advance for a full refund—a good safety net if your plans change.

Final Thoughts: Who Will Love This?

This sailing trip is perfect for travelers who want a quiet, intimate way to experience New York City’s skyline without the hustle and bustle of crowded tours. It’s a hit with those who enjoy sailing or are curious about trying it in a relaxed setting.

If you’re celebrating a special occasion, like an anniversary or birthday, the private nature makes it all the more special. It’s also a wonderful option if you’re visiting with friends or small family groups who want to enjoy a unique, scenic outing together.

While it’s not a quick snapshot of the city, the stunning views and personalized service make it a memorable way to see Manhattan from the water—an experience that combines elegance with a feeling of escape.

FAQ

Is this tour suitable for children?
While the data doesn’t specify age restrictions, sailing on a private boat might be suitable for children, especially if they enjoy being on the water. Still, consider their comfort with boat rides and the duration.

What is the meeting location?
The tour departs from Chelsea Piers (Pier 59) in Manhattan. Enter “Narwhal Yacht Charters” on Google Maps for exact directions, located at a slip south of the golf nets near the boardwalk.

Can I bring my own food and drinks?
Yes, you are encouraged to bring your own food and alcohol to customize your experience. Waters, sodas, and ice are provided.

How long is the tour?
The sail lasts approximately 2 hours, making it a perfect quick escape without feeling overly long.

What landmarks will I see?
You’ll see Manhattan’s skyline, including One World Trade Center, the Empire State Building, and potentially sail underneath the Brooklyn Bridge, with views of Ellis Island, Governors Island, and more.

Is it a safe experience?
Captain Eric’s extensive experience and over 60,000 miles logged suggest a very safe, professional operation.

Is this suitable for a rainy day?
Weather conditions aren’t specified, but sailing is weather-dependent. Check the forecast and talk with the provider if in doubt.

How much does it cost?
At $780 for up to 6 people, the experience offers a private, luxurious way to enjoy the harbor, making it a good value for a personalized outing.

If you’re after a distinctive, scenic, and intimate way to experience Manhattan, this private sailing cruise stands out. It’s a memorable, peaceful alternative to typical city tours—perfect if you want to see the skyline from an entirely different angle and enjoy some quality time on the water.

You can check availability for your dates here: