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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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    3,717 boats
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      • 2026 Seawind 1270

        $782,499

        $5,774/mo*

        St Petersburg, FL 33701 | Windcraft Multihulls

        2026 Seawind 1270
        • 1989 Custom Schooner Liveaboard

          $95,000

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

          1989 Custom Schooner Liveaboard
          • 2002 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28

            2003 Catalina 34 MkII

            $67,000

            San Diego, CA 92101 | Coronado Yacht Sales

            2003 Catalina 34 MkII

            2019 Lagoon 42

            $379,000

            $2,797/mo*

            Fort Lauderdale, FL 33301 | The Multihull Company

            2019 Lagoon 42

            1976 Tayana 37

            $29,000

            Washington, NC 27889 | McCotters Marina

            1976 Tayana 37
            • 1994 Beneteau Oceanis 400

              $45,000

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400

              1991 Beneteau Oceanis 50

              $99,500

              ↓ Price Drop

              Key Largo, FL 33037 | United Yacht Sales

              1991 Beneteau Oceanis 50
              • 2006 Lagoon 410 S2

                $215,000

                $1,587/mo*

                Vero Beach, FL 32960 | The Multihull Company

                2006 Lagoon 410 S2

                1993 Hunter 26

                $7,500

                ↓ Price Drop

                Miami, FL 33138 | Private Seller

                1993 Hunter 26

                2018 Yamaha Boats 212X

                $44,995

                $389/mo*

                Columbus, OH 43224 | Sizzle Marine

                2018 Yamaha Boats 212X

                2026 Tracker Pro Team 175 Crappie Edition

                $26,295

                $227/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Tracker Pro Team 175 Crappie Edition

                2026 Yamaha WaveRunner FX Cruiser SVHO

                $21,599

                Columbus, OH 43224 | Sizzle Marine

                2026 Yamaha WaveRunner FX Cruiser SVHO

                1977 Tayana 37

                $40,000

                Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                1977 Tayana 37
                • 1979 Schucker 436 Motorsailor

                  $55,000

                  Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                  1979 Schucker 436 Motorsailor

                  2015 Hylas 70

                  $949,000

                  ↓ Price Drop

                  $7,003/mo*

                  Charleston, SC 29401 | Denison Yachting

                  2015 Hylas 70
                  • 1983 Cape Dory 28

                    $24,000

                    Ogunquit, ME 03907 | Sailboats Northeast

                    1983 Cape Dory 28
                    • 1990 Nautor Swan Swan 61

                      $279,000

                      Jamestown, RI 02835 | Yeoman Yachts, LLC

                      1990 Nautor Swan Swan 61
                      • 1982 Ta Shing Mason 63

                        $198,500

                        San Diego, CA 92106 | Yachtfinders Windseakers

                        1982 Ta Shing Mason 63

                        1987 Hans Christian 41 molokai

                        $65,000

                        Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                        1987 Hans Christian 41 molokai

                        2009 Jeanneau Sun Odyssey 54 DS

                        $399,000

                        $2,944/mo*

                        Anacortes, WA 98221 | Seattle Yachts - Anacortes

                        2009 Jeanneau Sun Odyssey 54 DS

                        2003 Jeanneau Sun Odyssey 45.2

                        $175,000

                        ↓ Price Drop

                        San Diego, CA 92101 | ACY Yachts

                        2003 Jeanneau Sun Odyssey 45.2
                        • 1976 Tartan 38

                          $5,000

                          Charlestown, MA 02129 | Lawson Yachts LLC

                          1976 Tartan 38

                          2022 Jeanneau Sun Odyssey 349

                          $184,500

                          ↓ Price Drop

                          $1,361/mo*

                          San Diego, CA 92101 | Coronado Yacht Sales

                          2022 Jeanneau Sun Odyssey 349
                          • 2000 Crowther Catamaran

                            $80,900

                            Dighton, MA 02715 | The Multihull Source

                            2000 Crowther Catamaran
                            • 2003 Leopard 47

                              $210,000

                              Fajardo, PR 00773 | The Multihull Company

                              2003 Leopard 47
                              • 2006 Lagoon 440

                                $299,500

                                $2,210/mo*

                                Hayes, VA 23072 | Severn Yachting Center

                                2006 Lagoon 440
                                • 1994 Passport Royal Passport 44

                                  $199,000

                                  Bellingham, WA 98225 | San Juan Sailing & San Juan Yachting

                                  1994 Passport Royal Passport 44

                                  2016 Beneteau Oceanis 45

                                  $299,000

                                  $2,206/mo*

                                  Palm Beach Gardens, FL 33410 | McNally Yacht Sales

                                  2016 Beneteau Oceanis 45
                                  • 1978 Bristol 29.9

                                    $14,500

                                    Bronx, NY 10464 | Sandy Hook Yacht Sales, Inc - Sea Bright Office

                                    1978 Bristol 29.9
                                    • 1998 Beneteau Oceanis 50

                                      $149,000

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

                                      1998 Beneteau Oceanis 50

                                      1984 O'Day 222

                                      $4,000

                                      Washington, NC 27889 | McCotters Marina

                                      1984 O'Day 222

                                      2013 Gemini Legacy

                                      $145,000

                                      ↓ Price Drop

                                      $1,070/mo*

                                      West Palm Beach, FL 33403 | McNally Yacht Sales

                                      2013 Gemini Legacy

                                      1973 Fisher 37

                                      $85,000

                                      Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                                      1973 Fisher 37
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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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