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  • Sail

Sailboats for sale

Boats propelled partly or entirely by sails including a variety of sailing boats or yachts in terms of size, dimension and configuration of sails of the vessel.
Read our helpful guide to Sailboats
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    3,642 boats
    Sort: Recommended
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    • Recently Updated: Newest first
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      2001 Vitters Aft Cockpit

      $11,500,000

      $84,863/mo*

      West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

      2001 Vitters Aft Cockpit
      Dealer Logo

      2026 Lagoon EIGHTY 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $285,000

      $2,103/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      2017 Beneteau Oceanis 38.1

      $179,000

      ↓ Price Drop

      $1,321/mo*

      Fort Pierce, FL 34950 | McNally Yacht Sales

      2017 Beneteau Oceanis 38.1
      • 1989 Custom Schooner Liveaboard

        $95,000

        Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

        1989 Custom Schooner Liveaboard

        2010 Valiant 42 CE/SE

        $299,999

        $2,214/mo*

        Gloucester Point, VA 23062 | Ward Yacht Sales

        2010 Valiant 42 CE/SE

        1987 Irwin 44

        $49,900

        Hampton, VA 23664 | Bay Harbor Brokerage, Inc.

        1987 Irwin 44
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28

          2019 Lagoon 42

          $379,000

          $2,797/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42

          1983 Sabre 38

          $38,000

          Green Cove Springs, FL 32043 | McNally Yacht Sales

          1983 Sabre 38

          2013 Gemini Legacy

          $145,000

          ↓ Price Drop

          $1,070/mo*

          West Palm Beach, FL 33403 | McNally Yacht Sales

          2013 Gemini Legacy
          • 1998 Catalina 42 MkII

            $87,500

            Sandwich, MA 02563 | Lawson Yachts LLC

            1998 Catalina 42 MkII
            • 1994 Beneteau Oceanis 400

              $45,000

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400
              • 1987 Hunter Legend 35

                $19,500

                Melbourne, FL 32901 | Private Seller

                1987 Hunter Legend 35

                1956 Vic Franck Custom Seaborn

                $20,000

                ↓ Price Drop

                Seattle, WA 98109 | Private Seller

                1956 Vic Franck Custom Seaborn
                • 1996 Cabo Rico Northeast 400

                  $184,000

                  Deltaville, VA 23043 | YaZu Yachting

                  1996 Cabo Rico Northeast 400
                  • 1998 Beneteau Oceanis 50

                    $149,000

                    Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                    1998 Beneteau Oceanis 50

                    1979 Schucker 436 Motorsailor

                    $60,000

                    Charleston, SC 29492 | United Yacht Sales

                    1979 Schucker 436 Motorsailor

                    1969 Allied Greenwich 24

                    $3,700

                    Harborside, ME 04642 | Metinic Yacht Brokers

                    1969 Allied Greenwich 24

                    1985 Custom 60

                    $190,000

                    West Palm Beach, FL 33407 | McNally Yacht Sales

                    1985 Custom 60

                    1983 Bluewater Vagabond 47

                    $42,000

                    ↓ Price Drop

                    San Diego, CA 92106 | Yachtfinders Windseakers

                    1983 Bluewater Vagabond 47
                    • 1964 Concordia 39

                      $120,000

                      South Dartmouth, MA 02748 | Concordia Yacht Sales

                      1964 Concordia 39
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran

                        2005 Leopard 40

                        $170,000

                        Saint Simons Island, GA | Dunbar Yachts

                        2005 Leopard 40
                        • 1996 Custom John Alden Malabar II

                          $150,000

                          Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                          1996 Custom John Alden Malabar II
                          • 1984 Whitby 42 Ketch

                            $39,500

                            Boston, MA 02128 | Sailboats Northeast

                            1984 Whitby 42 Ketch

                            1982 Watkins 27 Pirate Ship!

                            $4,999

                            Washington, NC 27889 | McCotters Marina

                            1982 Watkins 27 Pirate Ship!
                            • 2005 Lagoon 440

                              $230,000

                              Charleston, SC 29401 | The Multihull Company

                              2005 Lagoon 440
                              • 1971 Formosa 41

                                $79,000

                                Emeryville, CA 94608 | Rubicon Yachts

                                1971 Formosa 41

                                1955 Classic Custom Full Keel Ketch

                                $45,000

                                Galesville, MD 20765 | North Point Yacht Sales

                                1955 Classic Custom Full Keel Ketch
                                • 2006 Lagoon 410 S2

                                  $215,000

                                  $1,587/mo*

                                  Vero Beach, FL 32960 | The Multihull Company

                                  2006 Lagoon 410 S2
                                  • 1979 Bristol 29.9

                                    $16,500

                                    Annapolis, MD 21409 | Private Seller

                                    1979 Bristol 29.9
                                    • 2008 Hanse 470e

                                      $190,000

                                      $1,402/mo*

                                      Glen Cove, NY 11542 | McMichael Yacht Brokers LTD.

                                      2008 Hanse 470e
                                      • 1983 Tayana 55

                                        $99,000

                                        Emeryville, CA 94608 | Rubicon Yachts

                                        1983 Tayana 55
                                        • 1998 Custom Kelly Archer

                                          $1,290,000

                                          $9,519/mo*

                                          Newport, RI 02840 | ACY Yachts - Marina Del Rey

                                          1998 Custom Kelly Archer
                                          Dealer Logo
                                          • 2027 Fountaine Pajot Power 80

                                            Request a Price

                                            Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

                                            2027 Fountaine Pajot Power 80
                                            Dealer Logo
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                                          Sailboats

                                          Sailboats

                                          Sailboats are propelled partly or entirely by sails and include a variety of types from cutters to sloops and catboats to schooners. Traditionally sailboats are monohull displacement hulls, but catamarans and multi-hulls are becoming more common. There are many kinds of sailboats and they carry different rigs (masts, supporting shrouds and stay, and sail combinations). Sloops have one mast and generally two sails – a mainsail and a headsail called a jib or genoa. If there are two headsails, the boat is usually called a cutter rig. Ketches have two masts with the aft mast shorter than the main mast. Yawls also have a shorter aft mast but it’s farther back on deck than a ketch. A schooner can have two or three masts with the forward-most one being shorter. Sailboats differ by size, use and strength of build – so it’s important to consider carefully which type of sailboat is best for your intended use. Once you understand the different options available, you can make an educated choice.

                                          Expert Sailboats Reviews

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