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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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351 more Makes...
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    For Sale By
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    3,208 boats
    Sort: Recommended
    • Recommended
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    • Price: High to Low
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      2005 Jongert 2900M

      $1,995,000

      $14,862/mo*

      West Palm Beach, FL | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      2026 Lagoon Eighty 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon Eighty 2
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      1985 Custom 60

      $190,000

      ↓ Price Drop

      West Palm Beach, FL 33407 | McNally Yacht Sales

      1985 Custom 60

      1989 Custom Schooner Liveaboard

      $95,000

      ↓ Price Drop

      Shady Side, MD 20778 | YachtSalesInternational.Com

      1989 Custom Schooner Liveaboard

      2000 Catalina 42 MkII

      $110,000

      Boynton Beach, FL 33435 | McNally Yacht Sales

      2000 Catalina 42 MkII
      • 1996 Valiant 39

        $155,000

        Sausalito, CA 94965 | Rubicon Yachts

        1996 Valiant 39

        2005 Beneteau Oceanis Clipper 423

        $105,000

        Portland, ME 04101 | Northstar Yacht Sales, LLC

        2005 Beneteau Oceanis Clipper 423

        1994 Beneteau Oceanis 400

        $45,000

        ↓ Price Drop

        Miami, FL 33133 | Private Seller

        1994 Beneteau Oceanis 400
        • 1987 Hans Christian Cristina 40

          $79,500

          Superior, WI 54880 | Barker's Island Marina

          1987 Hans Christian Cristina 40
          • 1986 Cape Dory Motorsailer 300

            $39,000

            LaPointe, WI 54850 | Big Water Boats

            1986 Cape Dory Motorsailer 300
            • 2006 Lagoon 410-S2

              $215,000

              $1,602/mo*

              Vero Beach, FL 32960 | The Multihull Company

              2006 Lagoon 410-S2

              2019 Lagoon 42

              $379,000

              $2,823/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42

              1983 Valiant 40 Selah

              $164,000

              ↓ Price Drop

              Edmonds, WA 98117 | West Yachts LLC

              1983 Valiant 40 Selah
              • 1987 Hunter Legend 35

                $19,500

                Melbourne, FL 32901 | Private Seller

                1987 Hunter Legend 35
                • 1970 Hinckley Pilot 35

                  $67,000

                  Harborside, ME 04642 | Metinic Yacht Brokers

                  1970 Hinckley Pilot 35
                  • 2003 Leopard 47

                    $210,000

                    Fajardo, PR 00773 | The Multihull Company

                    2003 Leopard 47
                    • 2005 Catalina 320

                      $69,500

                      Gloucester Point, VA 23062 | North Point Yacht Sales

                      2005 Catalina 320
                      • 2026 Fountaine Pajot 48

                        $1,191,360

                        $8,875/mo*

                        Newport, RI 02840 | ACY Yachts

                        2026 Fountaine Pajot 48

                        2005 Caliber 40 LRC SE

                        $189,000

                        ↓ Price Drop

                        Stuart, FL 34994 | Ward Yacht Sales

                        2005 Caliber 40 LRC SE
                        • 1990 Beneteau Oceanis 390

                          $64,900

                          Fort Pierce, FL 34946 | Florida Coast Yacht

                          1990 Beneteau Oceanis 390

                          1980 Pearson 424 Ketch

                          $34,999

                          ↓ Price Drop

                          Titusville, FL 32796 | Yacht Masters

                          1980 Pearson 424 Ketch
                          • 2015 Beneteau Oceanis 55

                            $400,000

                            $2,980/mo*

                            Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                            2015 Beneteau Oceanis 55
                            • 2013 Jeanneau 379

                              $169,000

                              $1,259/mo*

                              Seattle, WA 98109 | Marine Servicenter

                              2013 Jeanneau 379
                              • 1986 Southern Cross 39

                                $89,900

                                Deltaville, VA 23043 | YaZu Yachting

                                1986 Southern Cross 39

                                1986 Nauticat 43

                                $145,000

                                Marina Bay, CA 94804 | Rubicon Yachts

                                1986 Nauticat 43

                                1955 Classic Custom Full Keel Ketch

                                $45,000

                                Galesville, MD 20765 | North Point Yacht Sales

                                1955 Classic Custom Full Keel Ketch
                                • 1956 Vic Franck Custom Seaborn

                                  $30,000

                                  Seattle, WA 98109 | Private Seller

                                  1956 Vic Franck Custom Seaborn

                                  1997 Jeanneau Sun Odyssey 36.2

                                  $59,000

                                  Emeryville, CA 94608 | Rubicon Yachts

                                  1997 Jeanneau Sun Odyssey 36.2

                                  2000 Catalina 380

                                  $113,000

                                  ↓ Price Drop

                                  Fairhope, AL 36532 | Marine Group - Emerald Coast

                                  2000 Catalina 380
                                  • 1990 Island Packet 35

                                    $65,000

                                    Highland Beach, FL 33487 | Edwards Yacht Sales

                                    1990 Island Packet 35
                                    • 1992 Hans Christian 33 Traditional

                                      $125,900

                                      Northport, ME 04849 | Private Seller

                                      1992 Hans Christian 33 Traditional

                                      2008 Privilege 745

                                      $2,250,000

                                      ↓ Price Drop

                                      $16,762/mo*

                                      Fort Lauderdale, FL 33301 | The Multihull Company

                                      2008 Privilege 745
                                      • 1976 Tartan 38

                                        $5,000

                                        Charlestown, MA 02129 | Lawson Yachts LLC

                                        1976 Tartan 38
                                        • 2027 Fountaine Pajot Thira 80

                                          Request a Price

                                          Saint Petersburg, FL 33701 | ACY Yachts St. Petersburg

                                          2027 Fountaine Pajot Thira 80
                                          Dealer Logo
                                          • 2026 Lagoon Eighty 2

                                            Request a Price

                                            New Orleans, LA 70112 | The Multihull Company

                                            2026 Lagoon Eighty 2
                                            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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