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The Best Sailboat Rentals in Kingston

Browse, book, and get out onto the water with local captains and boat owners.

    Our Favorite Sailboat Rentals in Kingston

    • Sail the Hudson River in Kingston
      Sailing in Kingston · 6 guests

      Sail the Hudson River in Kingston

      5.0
      $125/hour
    • 40ft Pirate Ship Themed Catamaran in Dobbs Ferry
      Sailing in New York · 12 guests

      40ft Pirate Ship Themed Catamaran in Dobbs Ferry

      New
      $289/hour
    • Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT
      Sailing in Norwalk · 12 guests

      Hunter Marine Passage 450 - Sail from Norwalk/Westport, CT

      4.7
      Superowner
      $200/hour
    • Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT
      Sailing in Greenwich · 12 guests

      Cruise Long Island Sound Aboard 62ft Lagoon 620 Catamaran in Greenwich, CT

      5.0
      $1,500/hour
    • Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut
      Tours in Stamford · 6 guests

      Charter Sailboat Cruiser Motorsail Yacht, in Stamford, Connecticut

      4.9
      Superowner
      $225+/hour
    • Charter 38' Pearson Cruising Monohull in Mamaroneck, New York
      Sailing in Mamaroneck · 10 guests

      Charter 38' Pearson Cruising Monohull in Mamaroneck, New York

      5.0
      $50/hour
    • 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!

      5.0
      $225+/hour
      Instant Book
    • Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis
      Sailing in Port Washington · 6 guests

      Sailing Long Island Sound with Captain Steve onboard 34ft Beneteau Oceanis

      5.0
      $169+/hour
    • Sail From Northport or Huntington, NY
      Sailing in Huntington · 12 guests

      Sail From Northport or Huntington, NY

      4.8
      Superowner
      $150/hour
    • Bayliner Deck Boat Rental at Lake wallenpaupack!
      Powerboats in Pennsylvania · 6 guests

      Bayliner Deck Boat Rental at Lake wallenpaupack!

      New
      $115/hour
    • Jeanneau 39i Julia Sailing Yacht in NY Harbor
      Sailing in Manhattan · 6 guests

      Jeanneau 39i Julia Sailing Yacht in NY Harbor

      5.0
      $400/hour
    • Classic Yacht Charter in New York, New York
      Sailing in Manhattan · 30 guests

      Classic Yacht Charter in New York, New York

      5.0
      $1,900/hour
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    This weekend$100-$300 trips2-4 peopleCaptained

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      How To Book on Getmyboat

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