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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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    3,137 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2012 Beneteau 43

      $165,000

      $1,229/mo*

      Port Salerno, FL 34997 | Ward Yacht Sales

      2012 Beneteau 43

      1997 Jeanneau Sun Odyssey 36.2

      $59,000

      Emeryville, CA 94608 | Rubicon Yachts

      1997 Jeanneau Sun Odyssey 36.2

      2023 Island Packet 439

      $749,000

      $5,580/mo*

      Stuart, FL 34994 | Adventure Yacht Sales

      2023 Island Packet 439

      1994 Beneteau Oceanis 400

      $45,000

      ↓ Price Drop

      Miami, FL 33133 | Private Seller

      1994 Beneteau Oceanis 400

      1997 Island Packet 29

      $59,000

      ↓ Price Drop

      Savannah, GA 31401 | Adventure Yacht Sales

      1997 Island Packet 29

      2001 Island Packet 380

      $197,000

      ↓ Price Drop

      Solomons, MD 20688 | Adventure Yacht Sales

      2001 Island Packet 380

      2005 Island Packet 370

      $218,000

      ↓ Price Drop

      Savannah, GA 31401 | Adventure Yacht Sales

      2005 Island Packet 370

      1989 Island Packet 38

      $79,900

      Solomons, MD 20688 | Adventure Yacht Sales

      1989 Island Packet 38

      2016 Dufour 382 Grand Large

      $139,000

      $1,036/mo*

      Annapolis, MD 21403 | ACY Yachts

      2016 Dufour 382 Grand Large

      1980 Nordic 44

      $85,000

      Belhaven, NC 27810 | Adventure Yacht Sales

      1980 Nordic 44

      1969 Allied Greenwich 24

      $3,700

      Harborside, ME 04642 | Metinic Yacht Brokers

      1969 Allied Greenwich 24
      • 1988 Quickstep 24

        $3,500

        Oak Bluffs, MA 02557 | Lawson Yachts LLC

        1988 Quickstep 24

        2026 Tracker Pro Guide V-16 SC

        $26,025

        $227/mo*

        Columbus, OH 43224 | Sizzle Marine

        2026 Tracker Pro Guide V-16 SC

        2026 Sun Tracker Party Barge 18 DLX

        $36,020

        $314/mo*

        Columbus, OH 43224 | Sizzle Marine

        2026 Sun Tracker Party Barge 18 DLX

        2026 Yamaha Boats 252SD

        $113,999

        $849/mo*

        Columbus, OH 43224 | Sizzle Marine

        2026 Yamaha Boats 252SD

        1999 Beneteau Oceanis 352

        $47,500

        ↓ Price Drop

        Fort Lauderdale, FL 33301 | Private Seller

        1999 Beneteau Oceanis 352

        2001 Catalina 28 MkII

        $39,900

        Redondo Beach, CA 90277 | Murrell Yachts

        2001 Catalina 28 MkII
        • 1983 Catalina 38

          $36,000

          Marina Del Rey, CA 90292 | Private Seller

          1983 Catalina 38

          1980 Pearson 424 Ketch

          $34,999

          ↓ Price Drop

          Titusville, FL 32796 | Yacht Masters

          1980 Pearson 424 Ketch

          2019 Lagoon 42

          $379,000

          $2,823/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42
          • 1984 Cape Dory 25D

            $25,000

            Afton, MN 55001 | Hooper's Yachts

            1984 Cape Dory 25D
            • 2004 Jeanneau Sun Odyssey 43 DS

              $139,000

              Annapolis, MD 21401 | Seattle Yachts - Annapolis

              2004 Jeanneau Sun Odyssey 43 DS

              1980 Tayana 37

              $39,900

              ↓ Price Drop

              Deltaville, VA 23043 | YaZu Yachting

              1980 Tayana 37
              • 1976 Tartan 38

                $5,000

                Charlestown, MA 02129 | Lawson Yachts LLC

                1976 Tartan 38

                2011 Sunreef 62

                $1,195,000

                ↓ Price Drop

                $8,903/mo*

                Fort Lauderdale, FL 33304 | Ritzy Charters LLC

                2011 Sunreef 62
                • 1979 Pearson 323 Pearson

                  $3,500

                  Weymouth, MA 02191 | Lawson Yachts LLC

                  1979 Pearson 323 Pearson
                  • 2006 Lagoon 410-S2

                    $215,000

                    $1,602/mo*

                    Vero Beach, FL 32960 | The Multihull Company

                    2006 Lagoon 410-S2
                    • 1998 Beneteau Oceanis 50

                      $149,000

                      Lantana, FL 33462 | United Yacht Sales

                      1998 Beneteau Oceanis 50
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran
                        • 1984 Sadler 34

                          $14,999

                          Boynton Beach, FL 33426 | Private Seller

                          1984 Sadler 34
                          • 1979 Rafiki 35

                            $45,000

                            Charleston, SC 29401 | Private Seller

                            1979 Rafiki 35

                            1995 Island Packet 37

                            $81,000

                            ↓ Price Drop

                            Saint Petersburg, FL 33701 | Adventure Yacht Sales

                            1995 Island Packet 37
                            • 1989 Little Harbor Ted Hood 58’9 sloop

                              $675,000

                              Pompano Beach, FL 33064 | Private Seller

                              1989 Little Harbor Ted Hood 58’9 sloop
                              • 2006 Custom Gemini 105 mc

                                $79,900

                                $595/mo*

                                Moore Haven, FL 33471 | Private Seller

                                2006 Custom Gemini 105 mc
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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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