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    5. /2-Hour Private Sailing Charter in New York Harbor
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    2-Hour Private Sailing Charter in New York Harbor

    Sail New York Harbor on a private 2-hour charter for up to 6 guests

    4.8 stars• 64 reviews

    Duration

    2 Hours

    Ideal For

    Up to 6 people

    Highlights

    Explore New York Harbor on a two-hour private sailing charter from Pier 25. Cruise past sights like the Statue of Liberty, Ellis Island, Governors Island, and the Freedom Tower.

    • Depart from Pier 25 at Hudson River Park
    • Enjoy a private sail with only your group onboard
    • See landmarks like the Statue of Liberty and Ellis Island
    • Bring your own food and drinks for a picnic-style sail
    • Relax with an experienced, licensed captain at the helm

    What's Included

    • Private sailing charter
    • Experienced and licensed captain
    • Sailboat (Sunset) for up to six passengers

    Things to know

    Maximum group size is 6 guests. Passengers 12 and under are required by law to wear a life jacket while onboard, and USCG-approved life jackets are available.

    Cancellation Policy

    Your charter will be cancelled if the weather is inclement, as determined only by the captain. Examples include thunderstorms, excessive winds, and rainstorms. The charter will still occur in light rain, cloudy skies, and other non-inclement conditions. Charters are not rescheduled due to weather forecasts.

    Product ID: Z76Y7F

    FAQs

    Arrive 15 minutes before your charter start time.

    Yes. Bring your own food and drinks (including alcoholic and non-alcoholic beverages). Plan picnic-style snacks and easy-to-eat items like sandwiches, since there is no formal table on board.

    Dress for safety, comfort, and weather. In spring and fall, wear layers and bring a jacket or sweatshirt. In summer, bring a hat, sunglasses, and sunscreen. Wear soft-soled shoes (boat shoes or sneakers); you may be asked to go barefoot if you wear hard-soled shoes or high heels.

    Meeting details

    Pier 25 at Hudson River Park

    Experience provided by Sail Sunset

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Group of 1-3

    $530

    0

    Group of 4-6

    $636

    0

    Adult - Private

    $0

    API

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Review summary

    4.8
    Excellent
    64 reviews•Google Maps
    55
    1
    1
    0
    2

    Sailing around New York Harbor with this crew has become a go-to experience for visitors and locals alike, with many guests returning year after year. The captains, including Mike, Thomas, Kara, Ken, and Rick, consistently earn praise for being warm, knowledgeable, and genuinely passionate about what they do. First mates like Natasha, Claudia, and Daniel add to the welcoming atmosphere, making everyone feel at home from the moment they step aboard. The sailboat itself seems to be a big part of the appeal. Guests frequently note how different it feels compared to a typical ferry or motorboat tour, especially during sunset when the views of the Manhattan skyline and Statue of Liberty are at their best. The booking process also gets high marks, with a responsive office team that makes planning easy. One pattern worth noting is that several guests wished they had booked the three-hour option rather than two, so it may be worth considering the longer sail if your schedule allows.

    What people are saying

    Review 1 of 4
    5/5

    Our sailing outing was fantastic, we could not have asked for a better experience. Thomas (our captain and owner of Sail Sunset) was very helpful, informative and friendly. The communications with him were very clear and reliable, and everything went very smoothly. The sailing was amazing: we went to the Statue of Liberty and back, and enjoyed a fantastic sunset. If you're looking for an extraordinary sailing experience in NY Harbor, I could not recommend Sail Sunset more strongly.

    Photo of Giorgio Topa

    Giorgio Topa

    August 2, 2026

    Review 1 of 1
    5/5

    Our sailing outing was fantastic, we could not have asked for a better experience. Thomas (our captain and owner of Sail Sunset) was very helpful, informative and friendly. The communications with him were very clear and reliable, and everything went very smoothly. The sailing was amazing: we went to the Statue of Liberty and back, and enjoyed a fantastic sunset. If you're looking for an extraordinary sailing experience in NY Harbor, I could not recommend Sail Sunset more strongly.

    Photo of Giorgio Topa

    Giorgio Topa

    August 2, 2026

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