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    Brooklyn Sail

    Brooklyn Sail

    5.0 • 253 reviews
    Brooklyn, NY

    Brooklyn Sail invites you to trade sidewalks for sea spray and discover New York City from the quiet power of the wind. Aboard Enchantress, a roomy 34-foot Catalina limited to just six guests, USCG-licensed captains Ian and Andrew...

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    Book Brooklyn Sail

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    Sail New York Harbor on a Hands-On Sailing Lesson

    Get hands-on sailing practice in New York Harbor on a Catalina 34

    $196.10person
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    Learn to Sail in New York Harbor

    Sail a Catalina 34 and build practical skills in 2.5 hours

    $196.10person
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    New York Harbor 2.5-Hour Group Sailing Cruise

    Sail New York Harbor in a small group, with skyline and Statue of Liberty views

    $115.54person
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    Private New York Harbor Sailing Cruise

    Private sail around New York Harbor for up to 6 guests

    $556.50

    Review summary

    5.0
    Excellent
    253 reviews•Google Maps
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    Captains Ian and Andrew have built something genuinely special on the Hudson. Guests consistently rave about how close the boat gets to the Statue of Liberty, and the intimate six-person capacity means you're not fighting for space or shouting over crowds. The sunset sails seem to be a particular favorite, with the Manhattan and Jersey City skylines drawing gasps from locals and tourists alike. Dogs are welcome too, which is a lovely touch. What stands out most across these reviews is how relaxed and professional both captains are. They strike a nice balance between sharing their sailing knowledge and simply letting passengers soak up the experience without feeling lectured. Reviewers note the boat is clean, well-stocked with safety gear, and comfortable enough to move around freely between the front and back. The vibe here is decidedly personal, more private outing than tourist excursion. People come for birthdays, anniversaries, proposals, and casual evenings out, and nearly everyone mentions wanting to return. If you're looking for a genuinely memorable way to experience New York from the water, this is a hard one to talk yourself out of booking.

    What people are saying

    Review 1 of 5
    5/5

    Great sailing experience . Enjoyed every minute. We had beautiful weather and sat up front almost the entire time. Great views and the best relaxation when coming to NY for a weekend trip! Will do this again someday!

    Photo of rebecca Edwards

    rebecca Edwards

    December 23, 2025

    Review 1 of 1
    5/5

    Great sailing experience . Enjoyed every minute. We had beautiful weather and sat up front almost the entire time. Great views and the best relaxation when coming to NY for a weekend trip! Will do this again someday!

    Photo of rebecca Edwards

    rebecca Edwards

    December 23, 2025