NYC- PRIVATE SAILBOAT, STATUE OF LIBERTY, MANHATTAN SKYLINE

NYC Private Sailboat Tour of Statue of Liberty and Manhattan Skyline

Imagine gliding silently across the waters of the Hudson on a classic 1960s Hinckley sailboat, with the Manhattan skyline towering around you and the Statue of Liberty just a boat ride away. For those seeking a personalized, upscale experience in New York City, this private 2-hour sail offers an unbeatable way to see the city’s most iconic sights in style. Priced at $800 for a group of up to six, it’s a significant investment, but one that promises luxury, comfort, and unforgettable views.

What makes this trip stand out? First, it’s the only 40-foot classic Hinckley sailboat available on the Hudson, which means you’re sailing on a true American pedigree vessel. Second, the boat’s ability to navigate all the way around the Statue of Liberty gives you an up-close perspective that larger boats simply can’t provide. We love the intimate feel—the cozy deck and the personal attention from the captain—making it perfect for romantic getaways, special celebrations, or anyone eager for a unique view of NYC’s skyline.

On the flip side, one consideration is that this experience is best suited for those comfortable on smaller boats and in an open-air setting. If you’re sensitive to cold or wind, you might want to plan for warmer layers or a sunny day. Also, since it’s a private tour, the cost is higher than typical group cruises, but the personalized service and exclusivity often justify the price.

This sail is ideal for travelers who want a luxurious, relaxed, yet adventurous way to see New York City. If you’re after a private, stress-free experience with spectacular views—especially for a special occasion—this trip checks all those boxes.

You can check availability for your dates here:

Key Points

• Exclusive Access: The only 40-foot Hinckley sailboat on the Hudson, offering a unique, classic sailing experience.
• Around the Statue: The only boat that can navigate completely around the Statue of Liberty, providing an intimate perspective.
• Flexible Itineraries: Options for 2, 3, or even longer sails, tailored to your interests and the weather.
• Luxury Features: Spacious deck lounge, sun pad, Bluetooth music, kitchenette, and included amenities like ice, bottled water, and towels.
• Expert Guidance: Captain Andy, with over 150,000 nautical miles of experience, ensures safety and a smooth journey.
• Ideal for Special Occasions: Perfect for romantic outings, celebrations, or private groups seeking an authentic, upscale experience.

Detailed Review of the Private Sailboat Experience

First Impressions and Getting There

Starting at Chelsea Piers, the location couldn’t be more convenient for city travelers. Easily reachable by subway (C, E, L trains) or car, Chelsea Piers is at the heart of Manhattan’s west side—close to many hotels and attractions. Upon arrival, you’ll find the marina area well-organized, with your captain meeting you near the golf club entrance. The process is straightforward, and the staff generally makes check-in seamless.

The Boat: A True American Classic

The star of this experience is the Hinckley sailboat, a vessel that exudes timeless elegance. Its spacious outdoor deck with plenty of seating ensures everyone can relax comfortably, whether soaking up the sun or enjoying the breeze. The sun pad is perfect for lounging when you want to unwind, and the Bluetooth system lets you set the mood with your favorite tunes—something many travelers appreciate for creating a personalized, mellow vibe.

The boat’s interior kitchenette and lavatory are additional touches of convenience that make a two-hour sail feel even more luxurious. You’re encouraged to bring your own drinks, and the provided fridge makes chilling beverages easy. Plus, cold bottled water, ice, utensils, and napkins are all included, removing the hassle of planning for basic comforts.

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Captain and Crew: Safety and Local Knowledge

Captain Andy is a licensed U.S. Coast Guard professional with a vast amount of experience—over 150,000 nautical miles. His expertise isn’t just about navigating; it’s about making your trip safe, informative, and enjoyable. According to reviews, he’s friendly and accommodating, happy to share insights or customize your route based on your preferences.

The Itinerary: Customizable and Scenic

You have the freedom to craft your own route or choose from popular options. The standard 2-hour sail covers NY Harbor sights like Hudson Yards, Ellis Island, the Financial District, and offers views of Staten Island and the Verrazano Bridge. For a more in-depth look, a 3-hour tour might include the East River, Brooklyn Bridge, and South Street Seaport.

Longer sailings (4-8 hours) can even take you past the Palisades cliffs or explore marine life like dolphins and humpback whales. The flexibility ensures that whether you want a quick, scenic cruise or a leisurely day on the water, your experience can be tailored.

The Views: Iconic and Intimate

What truly makes this experience stand out is the spectacular scenery. The skyline views from the water are unparalleled—skyscrapers like the Empire State, the Freedom Tower, and the new Hudson Yards development are all framed perfectly. The close-up perspective of the Statue of Liberty—especially navigating all the way around it—is a highlight mentioned in reviews. Rafael from Spain simply called it “Perfect,” and we agree that seeing these landmarks from the water offers a different, more personal appreciation.

Comfort and Practicalities

Since the vessel is no-shoes, bringing cozy wool socks or warm layers is advisable, especially if you’re sailing in cooler months. On hot days, a sun hat and lightweight clothing will keep you comfortable. The boat is designed to be safe and compliant with all Coast Guard regulations, with plenty of safety equipment on board.

Cost and Value

At $800 for up to six guests, this experience costs approximately $133 per person—more than a typical group cruise but reflecting the personalized attention, exclusivity, and luxury amenities**. Many travelers feel this is justified by the intimate setting and the chance to see NYC’s most iconic sights without the crowds often found on larger boats.

Authentic and Upscale

Multiple reviews emphasize the special occasion vibe—whether celebrating a birthday, anniversary, or just an extraordinary way to experience NYC. It’s a luxurious escape from the busy city streets, yet still in the heart of Manhattan. The boat’s design, the captain’s expertise, and the flexibility of the itinerary all contribute to a truly memorable outing.

Who Would Love This Experience?

This sailboat tour is best suited for couples, small groups, or special occasion celebrations who value privacy and comfort. It’s perfect if you want to avoid crowded tourist boats and prefer a more authentic, elegant, and relaxed way to explore New York’s waters. If you’re comfortable on smaller boats and enjoy open-air adventures, you’ll find this experience both enjoyable and worthwhile.

Final Thoughts

For anyone looking to combine luxury, authenticity, and spectacular views, this private sail on a classic Hinckley vessel offers a standout option. It’s a chance to see New York from a unique angle, with the wind in your hair and the skyline at your side. While it’s an investment, the tailored route, expert guidance, and intimate setting make it a worthwhile splurge for those celebrating something special or simply wanting a more personal way to experience the city.

If you crave a relaxed, exclusive experience that combines history, scenery, and personal service, this sailboat trip fits the bill. Just remember to dress appropriately for the weather and bring your camera—this is a view you’ll want to remember forever.

Frequently Asked Questions

How long is the tour?
The tour lasts approximately 2 hours, with options to extend if you choose longer itineraries.

Where does the tour depart from?
It departs from Chelsea Piers at Pier 59, conveniently located in Manhattan’s west side.

Is it suitable for children or non-swimmers?
The experience is best suited for adults or children comfortable on open water. Since it’s a smaller boat and no mention of child-specific amenities, it’s ideal for those comfortable with boat outings.

Can I bring my own drinks?
Yes, you’re welcome to bring your own drinks at no extra cost. The boat provides a fridge and all necessary utensils.

What amenities are included?
Included are all docking and boarding fees, fuel, bottled water, ice, utensils, napkins, plates, cups, and towels. The boat also features a Bluetooth music system and a kitchenette.

Is the boat safe?
Absolutely. The vessel complies with all U.S. Coast Guard rules, and the captain is highly experienced, ensuring a safe experience.

Are gratuities included?
No, gratuity is not included; tipping is appreciated but optional.

What should I wear?
Bring cozy socks as it’s a no-shoes boat. Dress in layers depending on the season—warm clothing for cooler evenings or lightweight for sunny days.

Can I customize the route?
Yes, Captain Andy is happy to accommodate preferences and suggest routes based on weather and tides.

This private sail offers a rare chance to experience New York from the water in a personal, elegant setting. Whether celebrating a special occasion, seeking a romantic escape, or just craving a peaceful perspective on the city’s iconic sights, it’s a choice that promises unforgettable memories.

You can check availability for your dates here: