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New York City Sailing Trips

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  • NYC Statue of Liberty Tall Ship Sail aboard Clipper City

    NYC Statue of Liberty Tall Ship Sail aboard Clipper City

    206

    Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of this grand city by day. You will enjoy...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $68
    Details
    from
    $68
    Details
  • New York Sunset Schooner Cruise on the Hudson River
    Likely to Sell Out

    New York Sunset Schooner Cruise on the Hudson River

    183

    Experience a New York City sunset from the water on this evening sightseeing sail past many famous waterside landmarks. Step aboard the 80-foot, 2-masted sailboat known...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $90.12
    Details
    from
    $90.12
    Details
  • New York City Sailboat Day Cruise to the Statue of Liberty
    Likely to Sell Out

    New York City Sailboat Day Cruise to the Statue of Liberty

    111

    Experience New York by water on this 2-hour sail aboard Schooner Adirondack, an 80-foot, 2-masted schooner inspired by the pilot schooners of the 1890s. Sit...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $71.63
    Details
    from
    $71.63
    Details
  • Private Sail New York with Brooklyn Sail (Reserve the entire boat)
    Likely to Sell Out

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

    114

    2.5 hour sails for private groups up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views...
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     2 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $895
    Details
    from
    $895
    Details
  • Sailing Tour New York
    Likely to Sell Out

    Sailing Tour New York

    165

    2.5 hour sails for up to six passengers from Pier 5 in Brooklyn Bridge Park, One15 Brooklyn Marina, 159 Bridge Park Drive. Views of the...
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     120 to 150 minutes  Free Cancellation  Instant Confirmation
    from
    $118
    Details
    from
    $118
    Details
  • New York City Sunset Sail to the Statue of Liberty
    Likely to Sell Out

    New York City Sunset Sail to the Statue of Liberty

    53

    Experience a sunset from New York Harbor and enjoy sweeping views of Manhattan's skyline, parts of Brooklyn and Jersey City from Schooner America. This classic...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $90.12
    Details
    from
    $90.12
    Details
  • New York Day Sail to the Statue of Liberty on America 2.0
    Likely to Sell Out

    New York Day Sail to the Statue of Liberty on America 2.0

    54

    Offering a premium sailing experience, the Schooner America is a tribute to the original America that won the America's Cup in 1851. This classic sailboat is comfortable,...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $71.63
    Details
    from
    $71.63
    Details
  • Private Luxury Daytime Boat Tour in New York City - 2 Hour

    Private Luxury Daytime Boat Tour in New York City - 2 Hour

    61

    Experience the breathtaking beauty of New York City on this private, 2-hour cruise around lower Manhattan aboard a 30' luxurious powerboat. Get an unobstructed view...
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     2 hours  Free Cancellation
    from
    $499.99
    Details
    from
    $499.99
    Details
  • New York City Sunset Jazz Sail aboard Clipper City

    New York City Sunset Jazz Sail aboard Clipper City

    83

    Watch night fall on the city as the sun sets behind the Statue of Liberty from the unbeatable vantage point of the harbor. Order a...
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     1 hour 45 minutes  Free Cancellation
    from
    $112
    Details
    from
    $112
    Details
  • New York Fall Foliage Sail up the Hudson River
    Likely to Sell Out

    New York Fall Foliage Sail up the Hudson River

    8

    Enjoy a 3.5-hour scenic sail up the Hudson River to the Palisades aboard Schooner Adirondack or Schooner America 2.0, both 1800s-style sailboats. Bordering the Hudson...
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     3 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $143.27
    Details
    from
    $143.27
    Details
  • 1 Hour Private Charter in New York Harbor for up to 6 people

    1 Hour Private Charter in New York Harbor for up to 6 people

    36

    This is a private tour which means it is just you and your party on board. You will be sailing on our beautiful classic sailboat...
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $375
    Details
    from
    $375
    Details
  • Private Luxury Sunset Boat Tour in New York City - 2 Hour

    Private Luxury Sunset Boat Tour in New York City - 2 Hour

    23

    Experience the breathtaking beauty of New York City as the sun sets behind the Statue of Liberty and reflects off of the city skyline on...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $599.99
    Details
    from
    $599.99
    Details
  • Private Luxury Daytime Boat Tour in New York City - 1 Hour

    Private Luxury Daytime Boat Tour in New York City - 1 Hour

    30

    Explore the waters around Manhattan on a 1-hour private sightseeing cruise. Select a departure time, then climb aboard a luxurious, 28-foot powerboat cruiser and enjoy a...
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $350
    Details
    from
    $350
    Details
  • New York Harbor Wine and Jazz Sail aboard Clipper City

    New York Harbor Wine and Jazz Sail aboard Clipper City

    16

    Step aboard a historic sailing ship and cruise around New York Harbor, taking in magnificent views of New York City on this entertaining evening jazz...
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     1 hour 45 minutes  Free Cancellation
    from
    $140.08
    Details
    from
    $140.08
    Details
  • New York City Skyline Lights Sail
    Likely to Sell Out

    New York City Skyline Lights Sail

    12

    Experience New York City from the water on classic Schooner Adirondack. Gaze at the city lights from the water and enjoy a peaceful setting as you...
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     1 hour 45 minutes  Free Cancellation  Instant Confirmation
    from
    $67.01
    Details
    from
    $67.01
    Details
  • New York City Skyline Night Sailboat Tour
    Likely to Sell Out

    New York City Skyline Night Sailboat Tour

    9

    Step aboard a beautiful sailboat, Schooner America 2.0, for a relaxing city lights tour around New York. See the New York City skyline, the Statue...
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     1 hour 45 minutes  Free Cancellation  Instant Confirmation
    from
    $67.01
    Details
    from
    $67.01
    Details
  • Private Sailing Charter in Brooklyn
    Likely to Sell Out

    Private Sailing Charter in Brooklyn

    4

    Are you ready to set sail on a one-of-a-kind tour of New York Harbor? We've got an unforgettable adventure waiting for you! Departing from Brooklyn...
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     2 hours  Free Cancellation
    from
    $660
    Details
    from
    $660
    Details
  • Private Luxury Sailing Tour New York City

    Private Luxury Sailing Tour New York City

    13

    Experience a luxury sailing adventure! Enjoy a spacious deck lounge, sun pad, cabin lounge with table seating for six, Bluetooth sound system, luxury wraps, lavatory,...
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     2 hours  Instant Confirmation
    from
    $860
    Details
    from
    $860
    Details
  • New York City Live Jazz Sail

    New York City Live Jazz Sail

    10

    Step aboard 105-foot Schooner America 2.0, a modern tribute to the first boat that won the America's Cup in 1851, for a 2-hour sail around...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $131.72
    Details
    from
    $131.72
    Details
  • Statue of Liberty Sunset Cruise and New York City Sky Line
    Likely to Sell Out

    Statue of Liberty Sunset Cruise and New York City Sky Line

    25

    New York City Sightseeing Scenic cruise. Enjoy the Statue of Liberty and Ellis Island up close. View of the Manhattan skyline, One World Trade Center...
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     1 hour  Free Cancellation  Instant Confirmation
    from
    $35
    Details
    from
    $35
    Details
  • NY Luxury Yacht Cruise with Fashion Show and Art Exhibition

    NY Luxury Yacht Cruise with Fashion Show and Art Exhibition

    4

    - Exclusive €500 Empório Aragão online shopping credit included. - VIP access to "The Haute Couture Boat" event. - Firsthand viewing of Empório Aragão's new...
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     6 hours
    from
    $597.02
    Details
    from
    $597.02
    Details
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for New York City Sailing Trips?

A: According to verified reviews on Cool New York City and TripAdvisor, the best New York City Sailing Trips are:

Q: What are the best kid-friendly options for New York City Sailing Trips Tours?

A: According to verified reviews on Cool New York City and TripAdvisor, the best kid-friendly New York City Sailing Trips are:

View all kid-friendly Tours →

Q: Which New York City Sailing Trips have Instant Confirmation?

A: New York City Sailing Trips with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which New York City Sailing Trips have Free Cancellation?

A: New York City Sailing Trips with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: Got any more New York City trip ideas?

A: We sure do. Check out our curated lists of hand-picked New York City Tours.

View all New York City Trip Ideas →

Q: What are the most popular styles of Tours and Activities in New York City?

A: Based on our sales data over the past year, the most popular styles of tours and activities in New York City are:

View all tour styles in New York City →

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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American Museum of Natural History Admission Ticket

American Museum of Natural History Admission Ticket

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