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    All listings in New York

    Incredible sailboat rentals in New York, United States.

    5.0
    (684 Reviews)

    Page 3 of 3 • 71 listings

    • Recommended
    • Price: Low to High
    • Price: High to low
    • Highest Rated
    Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!
    Sailing in Oyster Bay · 6 guests

    Sail Long Island's Gold Coast on this beautiful 36' Jeanneau!

    New
    $175-$275hour
    Private Sailing Charters - 37ft Sailboat
    Sailing in Manhattan · 6 guests

    Private Sailing Charters - 37ft Sailboat

    5.0
    $325hour
    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
    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.
    Sailing in Salisbury · 2 guests

    Captained Charter 21ft Sailboat in Salisbury 2 person charter 2 hrs.

    New
    $85hour
    Sail the Adirondack Mountain Lakes
    Sailing in New York · 4 guests

    Sail the Adirondack Mountain Lakes

    New
    $160hour
    SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat
    Sailing in New York · 6 guests

    SAIL Historic Southern Lake Champlain on 30ft Catalina Sailboat

    New
    $150hour
    38' Sailing Yacht in Toronto, Ontario
    Sailing in Toronto · 8 guests

    38' Sailing Yacht in Toronto, Ontario

    New
    $400hour
    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
    28' Sailboat for 5 guests in Toronto
    Sailing in Toronto · 5 guests

    28' Sailboat for 5 guests in Toronto

    New
    $235hour
    Sailing JOURNEY on the Sound
    Sailing in Stamford · 6 guests

    Sailing JOURNEY on the Sound

    New
    $262hour
    41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests
    Sailing in Toronto · 12 guests

    41' Beneteau Oceanis Sailing Yacht in Toronto for 12 Guests

    New
    $435hour
    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
    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
    Bayliner Deck Boat Rental at Beltzville Lake!
    Powerboats in Pennsylvania · 6 guests

    Bayliner Deck Boat Rental at Beltzville Lake!

    New
    $115hour
    Hobie One 12 ft Sailboat for rent in Sag Harbor
    Sailing in Sag Harbor · 3 guests

    Hobie One 12 ft Sailboat for rent in Sag Harbor

    New
    $99hour
    Sail on a classy and fast Sailing Yacht in the Hamptons, New York
    Sailing in East Hampton · 6 guests

    Sail on a classy and fast Sailing Yacht in the Hamptons, New York

    New
    $300hour
    Fun in the Sun with Manhattan skyline in the background
    Sailing in Bronx · 6 guests

    Fun in the Sun with Manhattan skyline in the background

    New
    $199hour
    25' Bayliner for rent in East Rockaway
    Powerboats in Freeport · 7 guests

    25' Bayliner for rent in East Rockaway

    New
    $113-$150hour
    Private Schooner in NY
    Sailing in Queens · 6 guests

    Private Schooner in NY

    New
    $1,500day
    40' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing
    Sailing in Sag Harbor · 6 guests

    40' Beautiful sailing catamaran, perfect for lounging, swimming, and sailing

    New
    $600hour
    22ft Catalina Daysailer Boat Rental in Montauk, New York
    Sailing in Montauk · 5 guests

    22ft Catalina Daysailer Boat Rental in Montauk, New York

    New
    $125-$145hour
    40' Sailing Catamaran for charter in Montauk
    Sailing in Montauk · 8 guests

    40' Sailing Catamaran for charter in Montauk

    New
    $300hour
    Able Custom 42' Chartered Sailing Experience in Stonington, CT
    Sailing in Stonington · 3 guests

    Able Custom 42' Chartered Sailing Experience in Stonington, CT

    New
    $200-$215hour

    Top Destinations Nearby

    Sailing Reviews in New York

    1. EK

      Emily

      Private Sailing Charters - 37ft Sailboat

      James went above and beyond, he was my accomplice for my best friend’s proposal and they were more than happy with the amazing service and experience. If you have the opportunity to book please go ahead and do so, you will not regret it! Thank you James!!!

    2. Jessica

      Jessica

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

      We celebrated a bachelorette party on the boat and had an aamzing time! Captain Peter and Jen were wonderful hosts! Would definitely recommend them and the boat for any event!

    3. SM

      Sneha

      Private Sailing Charters - 37ft Sailboat

      James is a reliable and fun guide. Good conversation.

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