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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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      2026 Lagoon EIGHTY 2

      Request a Price

      Charleston, SC 29401 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $14,722/mo*

      Newport, RI 02840 | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      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
          • 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
                  • 1972 Bristol 40

                    $39,500

                    Belmont, ME 04952 | Sailboats Northeast

                    1972 Bristol 40

                    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
                        • 2001 Dragonfly 1200

                          $220,000

                          Culebra, PR | The Multihull Source

                          2001 Dragonfly 1200

                          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
                                  • 2002 Beneteau First 36.7

                                    $79,000

                                    Monterey, CA 93940 | Yachtfinders Windseakers

                                    2002 Beneteau First 36.7

                                    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
                                        • 2027 Fountaine Pajot Thira 80

                                          Request a Price

                                          Annapolis, MD 21403 | ACY Yachts Annapolis

                                          2027 Fountaine Pajot Thira 80
                                          Dealer Logo
                                          • 2028 Dynamic Project Garfield

                                            $35,000,000

                                            $258,279/mo*

                                            Savannah, GA 31401 | Capstan Yachts

                                            2028 Dynamic Project Garfield
                                            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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