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    Find Sailing Charters Near You

    4.9
    (4,261 Reviews)

    Page 4 of 10 • 240 listings

    Woman-owned luxury with transparent pricing - read our 5-star reviews!
    Sailing in Manhattan · 6 guests

    Woman-owned luxury with transparent pricing - read our 5-star reviews!

    5.0
    $285hour
    Private Sail Charter of NYC Skyline and Statue of Liberty
    Sailing in Manhattan · 6 guests

    Private Sail Charter of NYC Skyline and Statue of Liberty

    New
    $210-$250hour
    Sail from Jersey City, NJ - $265/Hour - $44/Person
    Sailing in Manhattan · 6 guests

    Sail from Jersey City, NJ - $265/Hour - $44/Person

    5.0
    Superowner
    Best of 2023
    $265hour
    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!
    Sailing in Manhattan · 6 guests

    Set sail on NY Harbor aboard this beautiful and luxurious Ericson sloop!

    5.0
    $224-$298hour
    35ft Cycleboat Party Boat Rental in Hoboken, New Jersey
    Powerboats in Manhattan · 26 guests

    35ft Cycleboat Party Boat Rental in Hoboken, New Jersey

    5.0
    $499hour
    Classic Yacht Charter in New York, New York
    Sailing in Manhattan · 30 guests

    Classic Yacht Charter in New York, New York

    5.0
    $1,600hour
    Classic sailboat in the heart of NYC.
    Sailing in Manhattan · 6 guests

    Classic sailboat in the heart of NYC.

    5.0
    $330hour
    Private Sailing Charters - 37ft Sailboat
    Sailing in Manhattan · 6 guests

    Private Sailing Charters - 37ft Sailboat

    5.0
    $325hour
    Experience premiere service: NYC’s longest-running private sailing charter
    Sailing in Manhattan · 6 guests

    Experience premiere service: NYC’s longest-running private sailing charter

    5.0
    Snoozed - Active 22 Apr 2024
    Jeanneau 39i Julia Sailing Yacht in NY Harbor
    Sailing in Manhattan · 9 guests

    Jeanneau 39i Julia Sailing Yacht in NY Harbor

    5.0
    $300hour
    Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected
    Sailing in Manhattan · 12 guests

    Luxury 49ft Sailing Yacht Charter in NY Harbor - US Coast Guard Inspected

    5.0
    $700hour
    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!
    Sailing in Manhattan · 6 guests

    Sail NYC's skyline aboard the Genesis, a beautiful classic sailboat!

    5.0
    $285hour
    #1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering
    Sailing in Manhattan · 6 guests

    #1 Manhattan Sailboat! 5-Star Service with Captain, Crew, Champagne & Catering

    5.0
    Superowner
    Best of 2023
    $330hour
    1964 Hinkley Pilot - Classic Sailboat in the New York Harbour
    Sailing in Manhattan · 6 guests

    1964 Hinkley Pilot - Classic Sailboat in the New York Harbour

    New
    $375hour
    Sailing NYC with Brooklyn Sail
    Sailing in Manhattan · 6 guests

    Sailing NYC with Brooklyn Sail

    5.0
    $275hour
    One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!
    Events in Manhattan · 12 guests

    One & Only - 52 Foot Luxury SeaRay Yacht, Brooklyn Bridge Park!

    5.0
    Superowner
    Best of 2023
    $475hour
    North River Sailing - Experience New York by Sail
    Sailing in Manhattan · 6 guests

    North River Sailing - Experience New York by Sail

    New
    Snoozed - Active 02 May 2024
    46ft Hunter Sailing Yacht Rental in Brooklyn, NY - $295/Hour
    Sailing in Manhattan · 6 guests

    46ft Hunter Sailing Yacht Rental in Brooklyn, NY - $295/Hour

    5.0
    Superowner
    Best of 2023
    $295hour
    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours
    Sailing in Manhattan · 6 guests

    Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

    5.0
    $255-$285hour
    Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat
    Sailing in Brooklyn · 4 guests

    Caribbean Vibez SPECIAL $220 x 2 hrs August 16th , 17th and 18th on a Brooklyn Sailboat

    5.0
    Superowner
    $191hour
    Learn To Sail On The Moose with Pearson Ensign Sailing Yacht!
    Sailing in Brooklyn · 4 guests

    Learn To Sail On The Moose with Pearson Ensign Sailing Yacht!

    5.0
    $180hour
    27 feet of fun in the summer sun, under sail!
    Sailing in Brooklyn · 6 guests

    27 feet of fun in the summer sun, under sail!

    New
    $150hour
    Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!
    Sailing in New York · 12 guests

    Enjoy Spacious Sailing with our Large Catamaran on the Beautiful Hudson River!

    5.0
    $624-$750hour
    Sailing Charters in Wilmington NC
    Sailing in Wilmington · 6 guests

    Sailing Charters in Wilmington NC

    5.0
    $89person

    Local Sailing Reviews

    1. VS

      Vaibhav

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian was fantastic! Ian explained everything in detail and was very welcoming. I really enjoyed the experience and hospitality. I wanted to surprise my partner with the trip, and Ian was very accommodating in trying to keep it as last minute as possible. The boat was very well maintained and the ride was extremely smooth. Ian helped me create memories that'd last a lifetime and for that I'd highly recommend him.

    2. VL

      Van

      Sailing NYC with Brooklyn Sail

      It's a bit windy but we all enjoyed the view and how friendly and professional Andrew is. He was very kind in helping my friend who has sea sickness. I had a wonderful birthday today on the boat even though it was cold. Also, they kindly waited for me to arrive due to unexpected traffic jam.

    3. Shannon

      Shannon

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      My fiancé & I had our engagement photoshoot on board. I can’t rave enough about how wonderful of an experience that we had. Ian and Kim were both incredibly friendly and professional. 10/10. We will definitely be renting from them again in the near future!

    4. EG

      Emily

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian and his crew were beyond incredible— extremely accommodating, friendly, and knowledgeable— we cannot recommend them enough! A beautiful boat that is very obviously lovingly maintained— a true highlight for any trip.

    5. JH

      Jodie

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian and his deck hand Dave were fantastic hosts. I’d highly recommend this charter

    6. ZC

      Zach

      Stylishly restored classic 1970 Columbia 36 Yacht Private Sailing Tours

      Ian was great! He took me, my wife, two kids out on the river and saw the Statue of Liberty. Definitely recommend

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