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  • Home//
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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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    3,665 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      1995 Catalina 320

      $110,000

      East End, VI 00820 | Panama Yacht Broker

      1995 Catalina 320
      • 1998 Hylas 54

        $445,000

        Deltaville, VA 23043 | YaZu Yachting

        1998 Hylas 54
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28
          • 1986 Wauquiez Centurion 47

            $99,000

            Marion, MA 02738 | Sailboats Northeast

            1986 Wauquiez Centurion 47
            • 1989 Custom Schooner Liveaboard

              $95,000

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

              1989 Custom Schooner Liveaboard

              2002 Leopard 42

              $239,000

              Stuart, FL 34994 | The Multihull Company

              2002 Leopard 42

              2002 Beneteau Oceanis Clipper 311

              $32,500

              ↓ Price Drop

              Key Biscayne, FL 33149 | Export Yacht Sales

              2002 Beneteau Oceanis Clipper 311

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42

              2002 Island Packet 380

              $184,000

              ↓ Price Drop

              Port Charlotte, FL 33981 | CJ Yacht Sales

              2002 Island Packet 380
              • 1984 Cape Dory 25D

                $25,000

                Afton, MN 55001 | Hooper's Yachts

                1984 Cape Dory 25D

                1999 Beneteau Oceanis 321

                $39,900

                Salem, MA 01970 | Sailboats Northeast

                1999 Beneteau Oceanis 321

                1978 Tayana 37

                $64,900

                ↓ Price Drop

                Berkeley, CA 94710 | Rubicon Yachts

                1978 Tayana 37

                2026 Sun Tracker Fishin' Barge 20 DLX

                $44,475

                $384/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Fishin' Barge 20 DLX

                2021 Yamaha Boats 212XD

                $56,995

                $421/mo*

                Columbus, OH 43224 | Sizzle Marine

                2021 Yamaha Boats 212XD

                2026 Sun Tracker Fishin' Barge 22 DLX

                $48,040

                $415/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Sun Tracker Fishin' Barge 22 DLX

                2016 Jeanneau 54

                $350,000

                $2,583/mo*

                Key Largo, FL 33037 | McNally Yacht Sales

                2016 Jeanneau 54
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400

                  1981 Catalina 30

                  $13,900

                  Washington, NC 27889 | McCotters Marina

                  1981 Catalina 30

                  1991 Cabo Rico 38

                  $89,000

                  Alameda, CA 94501 | Seattle Yachts - Alameda

                  1991 Cabo Rico 38
                  • 2003 Beneteau 50

                    $199,000

                    Lighthouse Point, FL 33064 | Worth Avenue Yachts - Fort Lauderdale FL

                    2003 Beneteau 50
                    • 1983 Catalina 38

                      $36,000

                      Marina Del Rey, CA 90292 | Private Seller

                      1983 Catalina 38

                      1989 Catalina 42

                      $63,500

                      ↓ Price Drop

                      Fort Lauderdale, FL 33301 | NMG Yacht Sales

                      1989 Catalina 42
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran

                        1990 Island Packet 35

                        $55,000

                        ↓ Price Drop

                        Highland Beach, FL 33487 | Edwards Yacht Sales

                        1990 Island Packet 35
                        • 2002 Tartan 3700

                          $158,900

                          Chatham, MA 02647 | K. McCann Yacht Sales

                          2002 Tartan 3700

                          1989 Fortuna 37

                          $47,500

                          Oakland, CA 94607 | Seattle Yachts - Alameda

                          1989 Fortuna 37
                          • 2003 Leopard 47

                            $210,000

                            Fajardo, PR 00773 | The Multihull Company

                            2003 Leopard 47
                            • 1987 Island Packet 31

                              $24,500

                              Boston, MA 02125 | Eastern Yacht Sales, Inc.

                              1987 Island Packet 31
                              • 1997 Pacific Seacraft 40

                                $195,000

                                Scituate, MA 02066 | Eastern Yacht Sales, Inc.

                                1997 Pacific Seacraft 40

                                1980 Amel Mango 52

                                $179,000

                                ↓ Price Drop

                                Mt Pleasant, SC 29464 | United Yacht Sales

                                1980 Amel Mango 52
                                • 2006 Beneteau 373

                                  $115,000

                                  $849/mo*

                                  Gloucester, MA 01930 | Sailboats Northeast

                                  2006 Beneteau 373
                                  • 1973 Nautor Swan 44

                                    $99,900

                                    Hingham, MA | K. McCann Yacht Sales

                                    1973 Nautor Swan 44
                                    • 1985 Endeavour Endeavour 33 Sailing Yacht

                                      $29,900

                                      Marco Island, FL 34145 | Edwards Yacht Sales

                                      1985 Endeavour Endeavour 33 Sailing Yacht

                                      1998 Beneteau Oceanis 36 CC

                                      $64,500

                                      ↓ Price Drop

                                      Gloucester Point, VA 23062 | North Point Yacht Sales

                                      1998 Beneteau Oceanis 36 CC
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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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