Private Classic Sailboat Tour in New York City - The Classic Vessel and Its Comforts

Private Classic Sailboat Tour in New York City

Experience New York City from the water on a private 2-hour sailboat tour for up to 6 people, gliding past iconic landmarks with personalized attention.

Discover the Private Classic Sailboat Tour in New York City

Private Classic Sailboat Tour in New York City - Discover the Private Classic Sailboat Tour in New York City

The Private Classic Sailboat Tour in New York City offers a unique way to see the Big Apple from its waters. Priced at $800 for a group of up to six, this 2-hour journey departs from the Chelsea Piers Marina and promises an intimate, crowd-free experience aboard a classic vessel. It’s ideal for couples or small groups seeking a relaxed, personalized adventure with stunning views of NYC’s most famous landmarks.

This tour’s appeal lies in its exclusivity and flexibility. You can choose between a daytime or evening sail, allowing for different atmospheres and lighting. The small group size ensures plenty of personalized attention from the crew, led by a US Coast Guard Certified Master. While the price may seem higher than a public ferry, the private setting and the chance to avoid crowds make it worthwhile for those craving a more serene perspective of the city.

Key Points

Private Classic Sailboat Tour in New York City - Key Points

  • Private, customizable 2-hour sail departing from Chelsea Piers
  • Group size capped at 6 for a personalized experience
  • Choose between daytime or evening sailing options
  • See iconic landmarks like the Statue of Liberty, Ellis Island, and the Manhattan skyline
  • Includes amenities like bottled water, ice, and adult/infant life jackets
  • Free cancellation available up to 24 hours in advance

Starting Point at Chelsea Piers Marina

The tour begins at Chelsea Piers Marina, located at 59 Chelsea Piers, suite 5915, New York, NY 10011. This well-connected location is near public transportation, making it easy to access. The meeting point is straightforward, and the activity concludes back at the same spot, ensuring a smooth start and end to the experience.

Being a private activity, only your group will participate, providing a more exclusive, relaxed environment. The mobile ticket feature allows for easy access, and confirmation is received at the time of booking unless booked less than two hours before, in which case it’s provided as soon as possible.

The Classic Vessel and Its Comforts

Private Classic Sailboat Tour in New York City - The Classic Vessel and Its Comforts

The boat used for this tour is a classic sailboat that comfortably seats up to six passengers. It features a large deck lounge and a sun pad, perfect for relaxing while enjoying the views. Comfortable seating and a spacious deck make it suitable for those who prefer a leisurely cruise rather than a hurried tour.

The vessel is equipped with bottled water and ice, ensuring you stay refreshed during your journey. The adult and infant life jackets are available, making the experience suitable for families or groups with children. The certified US Coast Guard Master onboard guarantees safety and a smooth sailing experience.

Customizable Itinerary and Personal Attention

Private Classic Sailboat Tour in New York City - Customizable Itinerary and Personal Attention

One of the tour’s biggest strengths is its personalized, customizable itinerary. You can tailor the trip to focus on specific sights or simply enjoy a peaceful sail with panoramic views. This flexibility means you can spend more time at favorite spots or explore new angles of the city’s skyline.

The crew’s expertise ensures that you get insightful commentary on landmarks like the Statue of Liberty and Ellis Island, as well as the New World Trade Center’s Freedom Tower. The private setting allows for relaxed conversations and a more intimate connection with the city’s iconic sights.

Top Landmarks Seen from the Water

Private Classic Sailboat Tour in New York City - Top Landmarks Seen from the Water

The itinerary includes several key spots that many visitors don’t get to see from land:

  • Statue of Liberty: A close-up view of this symbol of freedom, positioned on Liberty Island, provides a perspective rarely experienced on crowded ferries.
  • Ellis Island: Passing by this historic gateway highlights the stories of millions of immigrants who arrived in the U.S.
  • Wall Street: The striking skyline of New York’s financial hub comes into view as the boat approaches Manhattan.
  • World Trade Center and Freedom Tower: The powerful silhouette of the new World Trade Center stands tall, symbolizing resilience.
  • Governors Island: Enjoy unobstructed views of this peaceful green space just off Manhattan, perfect for a tranquil escape.
  • Hudson River and Riverfront Parks: Sailing along Hudson River Park offers scenic views of lush green spaces and urban development.

Seeing these landmarks from a sailboat provides a unique, serene perspective that many visitors miss while rushing through crowded tourist spots.

The Experience of a Private Sailboat

Private Classic Sailboat Tour in New York City - The Experience of a Private Sailboat

The private nature of this tour means no noisy crowds or busy ferry schedules. The smooth sailing described in reviews highlights the quality of the vessel and the skill of the crew, ensuring a calm, enjoyable ride. Andy, the crew member praised in a review, is noted for his friendly demeanor and professionalism, adding to the overall positive atmosphere.

The 2-hour duration offers ample time to relax, take photos, and enjoy the city’s sights without feeling rushed. The sun pad and deck lounge promote a leisurely pace, making it perfect for couples celebrating special occasions or small groups seeking to escape the hustle.

Flexibility with Day or Evening Sailing

Private Classic Sailboat Tour in New York City - Flexibility with Day or Evening Sailing

This tour offers the option to sail during the day or at night. A daytime sail lets you enjoy bright, clear views of the city’s landmarks, while an evening sail provides a romantic backdrop with sunset lighting and city lights twinkling. Both options allow you to experience New York from a peaceful water vantage point away from the crowds.

Booking and Cancellation Policies

Private Classic Sailboat Tour in New York City - Booking and Cancellation Policies

Most bookings are made around 21 days in advance, but the tour is flexible with free cancellation up to 24 hours before the scheduled time. If poor weather forces cancellation, you’ll be offered an alternative date or a full refund. For cancellations within 24 hours, however, a full refund is not available, so it’s best to plan ahead.

The activity lasts approximately 2 hours including travel time, making it easy to incorporate into a day of sightseeing or relaxation.

Who Will Enjoy This Tour?

This private sailboat experience appeals most to couples, small groups, or families seeking a peaceful, personalized way to see New York City. It’s especially suited for those wanting a romantic outing or a unique photo opportunity without crowds. The luxurious setup and flexibility in timing make it a great choice for celebrating special occasions.

Final Thoughts on the Private Classic Sailboat Tour

The $800 price tag covers the exclusive experience, personalized itinerary, and luxury amenities. While it’s a bit pricier than public cruises, the privacy, comfort, and flexibility justify the cost for many small groups. The positive review emphasizing a smooth, crowd-free ride suggests this tour delivers on its promise.

This tour is ideal for anyone who values peaceful views, tailored experiences, and a special way to enjoy New York’s skyline from the water. For those seeking an unforgettable, intimate maritime adventure, this private sailboat cruise offers a memorable perspective of the city’s most iconic landmarks.

Ready to Book?

Private Classic Sailboat Tour in New York City



5.0

100% 5-star

“Andy was super nice and the sailing was very smooth. Definitely worth the experience without the crowd.”

— Paulina W, Jun 2025

Frequently Asked Questions

How long does the tour last?
The tour lasts approximately 2 hours, including travel time from the marina.

What is included in the price?
The experience includes a private vessel, bottled water, ice, large deck lounge, sun pad, and life jackets for adults and infants.

Can I choose the time of day?
Yes, you can select a daytime or evening sailing based on your preference and schedule.

Where does the tour start and end?
The tour begins and ends at Chelsea Piers Marina at 59 Chelsea Piers, suite 5915.

What is the maximum group size?
Up to 6 passengers can participate in the private tour.

Is this activity suitable for children?
Yes, infant life jackets are available, making it suitable for families with young children.

What if the weather is poor?
The tour is weather-dependent. If canceled due to bad weather, you will be offered a rescheduled date or a full refund.

Can I bring my own food and drinks?
Yes, you are welcome to bring your own food and drinks; the tour does not include catering.

Is gratuity included?
No, gratuity is not included and is at your discretion.

How far in advance should I book?
Most bookings are made around 21 days ahead, but it’s best to reserve earlier to secure your preferred date and time.