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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

    $138.65person
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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

    Looking for a peaceful escape from Manhattan's chaos? Captains Ian and Andrew run intimate sailing trips on the Hudson that consistently wow both visitors and locals. Their small six-person capacity keeps things relaxed and personal rather than touristy, and reviewers rave about getting incredibly close to the Statue of Liberty for phenomenal photos. The captains strike that perfect balance of being professional and knowledgeable while letting guests unwind without hovering. Multiple groups mention it's dog-friendly, and the boat itself is clean and comfortable with space to move around. This is the kind of experience that has people coming back year after year. Guests mention using it for everything from romantic engagements to creative brainstorms to simply decompressing after a long week. The sunset sails seem particularly magical, with those city lights reflecting on the water. Even when conditions aren't ideal for full sailing, the captains keep things interesting and educational. It's a standout way to see the skyline that feels special and surprisingly serene.

    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