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    Brooklyn Sail

    Brooklyn Sail

    5.0 • 253 reviews
    Brooklyn, NY

    Brooklyn Sail invites you to swap skyscrapers for salty air aboard Enchantress, a comfortable 34-foot Catalina that welcomes up to six guests. Brothers Ian and Andrew—both USCG-licensed captains—share insider stories while you gli...

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    Book Brooklyn Sail

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    New York Harbor Group Sail

    Enjoy a 2.5-hour sail with skyline views of the Statue of Liberty and Brooklyn Bridge

    $115.54person
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    Private Sailing Charter on New York Harbor

    Charter a private sail with skyline and Statue of Liberty views

    $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