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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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    3,658 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
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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
        • 1989 Custom Schooner Liveaboard

          $95,000

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

          1989 Custom Schooner Liveaboard

          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 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28
            • 1984 Cape Dory 25D

              $25,000

              Afton, MN 55001 | Hooper's Yachts

              1984 Cape Dory 25D

              1978 Tayana 37

              $64,900

              ↓ Price Drop

              Berkeley, CA 94710 | Rubicon Yachts

              1978 Tayana 37

              2016 Jeanneau 54

              $350,000

              $2,583/mo*

              Key Largo, FL 33037 | McNally Yacht Sales

              2016 Jeanneau 54
              • 2015 Beneteau Oceanis 55

                $400,000

                $2,952/mo*

                Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                2015 Beneteau Oceanis 55
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400

                  1991 Cabo Rico 38

                  $89,000

                  Alameda, CA 94501 | Seattle Yachts - Alameda

                  1991 Cabo Rico 38

                  2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                  $11,199

                  Columbus, OH 43224 | Sizzle Marine

                  2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                  2026 Tracker Bass Tracker Classic Limited

                  $17,995

                  Columbus, OH 43224 | Sizzle Marine

                  2026 Tracker Bass Tracker Classic Limited

                  2023 Yamaha Boats 195S

                  $39,995

                  $346/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2023 Yamaha Boats 195S
                  • 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
                    • 1980 Tayana 37

                      $39,900

                      Deltaville, VA 23043 | YaZu Yachting

                      1980 Tayana 37

                      1990 Island Packet 35

                      $55,000

                      ↓ Price Drop

                      Highland Beach, FL 33487 | Edwards Yacht Sales

                      1990 Island Packet 35

                      1989 Fortuna 37

                      $47,500

                      Oakland, CA 94607 | Seattle Yachts - Alameda

                      1989 Fortuna 37
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran
                        • 2015 Beneteau Oceanis 35

                          $149,000

                          $1,100/mo*

                          Marina Bay, CA 94804 | Rubicon Yachts

                          2015 Beneteau Oceanis 35

                          1980 Amel Mango 52

                          $179,000

                          ↓ Price Drop

                          Mt Pleasant, SC 29464 | United Yacht Sales

                          1980 Amel Mango 52
                          • 1998 Beneteau Oceanis 321

                            $45,500

                            Niceville, FL 32578 | Marine Group - Emerald Coast

                            1998 Beneteau Oceanis 321
                            • 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

                              1999 Hunter 380

                              $69,500

                              ↓ Price Drop

                              Bayfield, WI 54817 | Hooper's Yachts

                              1999 Hunter 380

                              1988 Tayana Vancouver 42

                              $132,999

                              ↓ Price Drop

                              Brunswick, GA 31520 | Edwards Yacht Sales

                              1988 Tayana Vancouver 42

                              1983 Sabre 38

                              $38,000

                              Green Cove Springs, FL 32043 | McNally Yacht Sales

                              1983 Sabre 38

                              2021 Fountaine Pajot Elba 45 Catamaran

                              $699,000

                              ↓ Price Drop

                              $5,158/mo*

                              St Thomas, VI 00802 | ACY Yachts

                              2021 Fountaine Pajot Elba 45 Catamaran
                              • 2003 Leopard 47

                                $210,000

                                Fajardo, PR 00773 | The Multihull Company

                                2003 Leopard 47

                                2013 Gemini Legacy

                                $145,000

                                ↓ Price Drop

                                $1,070/mo*

                                West Palm Beach, FL 33403 | McNally Yacht Sales

                                2013 Gemini Legacy
                                • 1998 Beneteau Oceanis 50

                                  $149,000

                                  Lantana, FL 33462 | United Yacht Sales

                                  1998 Beneteau Oceanis 50

                                  1992 Dragonfly 800 Swing Wing

                                  $39,000

                                  ↓ Price Drop

                                  Port Orange, FL 32129 | Windcraft Multihulls

                                  1992 Dragonfly 800 Swing Wing
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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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