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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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309 more Makes...
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    For Sale By
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    2,402 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 2000 J Boats J/105

        $55,000

        Greenwich, CT 06830 | McMichael Yacht Brokers LTD.

        • 2000 J Boats J/105
        • 2000 J Boats J/105
        • 2000 J Boats J/105
        • 2000 J Boats J/105
        • 2002 Beneteau Oceanis 42CC

          $119,000

          San Diego, CA 92101 | Marine Servicenter - San Diego

          • 2002 Beneteau Oceanis 42CC
          • 2002 Beneteau Oceanis 42CC
          • 2002 Beneteau Oceanis 42CC
          • 2002 Beneteau Oceanis 42CC

          2013 Jeanneau Sun Odyssey 44 DS

          $269,000

          $2,004/mo*

          San Diego, CA 92101 | Marine Servicenter - San Diego

          • 2013 Jeanneau Sun Odyssey 44 DS
          • 2013 Jeanneau Sun Odyssey 44 DS
          • 2013 Jeanneau Sun Odyssey 44 DS
          • 2013 Jeanneau Sun Odyssey 44 DS
          • 1998 Beneteau Oceanis 50

            $149,000

            Lake Worth Beach, FL 33462 | United Yacht Sales - Florida SE Coast

            • 1998 Beneteau Oceanis 50
            • 1998 Beneteau Oceanis 50
            • 1998 Beneteau Oceanis 50
            • 1998 Beneteau Oceanis 50
            • 2017 Fountaine Pajot Lucia 40

              $349,000

              $2,600/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              • 2017 Fountaine Pajot Lucia 40
              • 2017 Fountaine Pajot Lucia 40
              • 2017 Fountaine Pajot Lucia 40
              • 2017 Fountaine Pajot Lucia 40
              • 2012 Lagoon 400

                $225,000

                $1,676/mo*

                Fort Lauderdale, FL 33306 | The Multihull Company

                • 2012 Lagoon 400
                • 2012 Lagoon 400
                • 2012 Lagoon 400
                • 2012 Lagoon 400
                • 1971 Nautor Swan 43 Sloop

                  $63,000

                  Portsmouth, RI 02871 | Luke Brown Yachts

                  • 1971 Nautor Swan 43 Sloop
                  • 1971 Nautor Swan 43 Sloop
                  • 1971 Nautor Swan 43 Sloop
                  • 1971 Nautor Swan 43 Sloop

                  1955 Classic Custom Full Keel Ketch

                  $45,000

                  Galesville, MD 20765 | North Point Yacht Sales

                  • 1955 Classic Custom Full Keel Ketch
                  • 1955 Classic Custom Full Keel Ketch
                  • 1955 Classic Custom Full Keel Ketch
                  • 1955 Classic Custom Full Keel Ketch

                  1987 Oyster 46.5

                  $145,000

                  Racine, WI 53402 | Racine Riverside Marine, Inc.

                  • 1987 Oyster 46.5
                  • 1987 Oyster 46.5
                  • 1987 Oyster 46.5
                  • 1987 Oyster 46.5
                  • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

                    $249,900

                    $1,862/mo*

                    Summerland Key, FL 33042 | The Multihull Company

                    • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version
                    • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version
                    • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version
                    • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

                    1995 Kelly Dashew KELLY ARCHER

                    $895,000

                    Valdez, AK 99686 | Seattle Yachts - Los Angeles

                    • 1995 Kelly Dashew KELLY ARCHER
                    • 1995 Kelly Dashew KELLY ARCHER
                    • 1995 Kelly Dashew KELLY ARCHER
                    • 1995 Kelly Dashew KELLY ARCHER

                    1994 Island Packet 35

                    $89,000

                    ↓ Price Drop

                    Blaine, WA 98230 | Marine Servicenter

                    • 1994 Island Packet 35
                    • 1994 Island Packet 35
                    • 1994 Island Packet 35
                    • 1994 Island Packet 35
                    • 2006 Jeanneau Sun Odyssey 49 DS

                      $145,000

                      $1,080/mo*

                      Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

                      • 2006 Jeanneau Sun Odyssey 49 DS
                      • 2006 Jeanneau Sun Odyssey 49 DS
                      • 2006 Jeanneau Sun Odyssey 49 DS
                      • 2006 Jeanneau Sun Odyssey 49 DS

                      2006 Hake / Seaward 26RK

                      $40,000

                      ↓ Price Drop

                      $348/mo*

                      Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                      • 2006 Hake / Seaward 26RK
                      • 2006 Hake / Seaward 26RK
                      • 2006 Hake / Seaward 26RK
                      • 2006 Hake / Seaward 26RK

                      2025 Crestliner 2050 Fish Hawk

                      $75,995

                      $566/mo*

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      • 2025 Crestliner 2050 Fish Hawk
                      • 2025 Crestliner 2050 Fish Hawk
                      • 2025 Crestliner 2050 Fish Hawk
                      • 2025 Crestliner 2050 Fish Hawk

                      2026 Crestliner 1600 Storm

                      $18,995

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      • 2026 Crestliner 1600 Storm
                      • 2026 Crestliner 1600 Storm
                      • 2026 Crestliner 1600 Storm
                      • 2026 Crestliner 1600 Storm

                      2003 Leopard 47

                      $210,000

                      ↓ Price Drop

                      Fajardo, PR 00773 | The Multihull Company

                      • 2003 Leopard 47
                      • 2003 Leopard 47
                      • 2003 Leopard 47
                      • 2003 Leopard 47

                      2007 Catalina 22 Sport

                      $12,500

                      Fernandina Beach, FL 32034 | Dunbar Yachts

                      • 2007 Catalina 22 Sport
                      • 2007 Catalina 22 Sport
                      • 2007 Catalina 22 Sport
                      • 2007 Catalina 22 Sport
                      • 2000 Beneteau Oceanis 40

                        $99,900

                        Green Cove Springs, FL 32043 | St. Barts Yacht Sales

                        • 2000 Beneteau Oceanis 40
                        • 2000 Beneteau Oceanis 40
                        • 2000 Beneteau Oceanis 40
                        • 2000 Beneteau Oceanis 40
                        • 1981 Endeavour 43

                          $69,800

                          Fort Pierce, FL 34950 | United Yacht Sales

                          • 1981 Endeavour 43
                          • 1981 Endeavour 43
                          • 1981 Endeavour 43
                          • 1981 Endeavour 43

                          1993 Crowther 42

                          $129,000

                          Pensacola, FL 32501 | Edwards Yacht Sales

                          • 1993 Crowther 42
                          • 1993 Crowther 42
                          • 1993 Crowther 42
                          • 1993 Crowther 42

                          1990 Hunter Passage 42

                          $44,900

                          ↓ Price Drop

                          St Augustine, FL 32084 | Edwards Yacht Sales

                          • 1990 Hunter Passage 42
                          • 1990 Hunter Passage 42
                          • 1990 Hunter Passage 42
                          • 1990 Hunter Passage 42
                          • 1980 Custom Horstman Tristar Ketch

                            $65,000

                            Deltaville, VA 23043 | The Multihull Company

                            • 1980 Custom Horstman Tristar Ketch
                            • 1980 Custom Horstman Tristar Ketch
                            • 1980 Custom Horstman Tristar Ketch
                            • 1980 Custom Horstman Tristar Ketch
                            • 1991 Custom Horacio Carabelli Schooner

                              $199,000

                              Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                              • 1991 Custom Horacio Carabelli Schooner
                              • 1991 Custom Horacio Carabelli Schooner
                              • 1991 Custom Horacio Carabelli Schooner
                              • 1991 Custom Horacio Carabelli Schooner

                              2018 Nautor Swan 54

                              $1,450,000

                              $10,802/mo*

                              Annapolis, MD 21401 | North Point Yacht Sales

                              • 2018 Nautor Swan 54
                              • 2018 Nautor Swan 54
                              • 2018 Nautor Swan 54
                              • 2018 Nautor Swan 54
                              • 2013 Fountaine Pajot Lipari 41

                                $309,000

                                $2,302/mo*

                                Charleston, SC 29401 | The Multihull Company

                                • 2013 Fountaine Pajot Lipari 41
                                • 2013 Fountaine Pajot Lipari 41
                                • 2013 Fountaine Pajot Lipari 41
                                • 2013 Fountaine Pajot Lipari 41
                                • 1985 Tayana 37

                                  $45,000

                                  Sequim, WA 98382 | United Yacht Sales - Pacific Northwest, Western Canada and BC

                                  • 1985 Tayana 37
                                  • 1985 Tayana 37
                                  • 1985 Tayana 37
                                  • 1985 Tayana 37
                                  • 2006 Lagoon 500

                                    $399,000

                                    $2,972/mo*

                                    Charleston, SC 29412 | The Multihull Company

                                    • 2006 Lagoon 500
                                    • 2006 Lagoon 500
                                    • 2006 Lagoon 500
                                    • 2006 Lagoon 500
                                    • 2002 Lagoon 410

                                      $190,000

                                      Saint Augustine, FL 32084 | The Multihull Company

                                      • 2002 Lagoon 410
                                      • 2002 Lagoon 410
                                      • 2002 Lagoon 410
                                      • 2002 Lagoon 410
                                      • 2005 Lagoon 440

                                        $275,000

                                        $2,049/mo*

                                        Saco, ME 04072 | The Multihull Company

                                        • 2005 Lagoon 440
                                        • 2005 Lagoon 440
                                        • 2005 Lagoon 440
                                        • 2005 Lagoon 440

                                        1999 PDQ 36

                                        $99,900

                                        Brunswick, GA 31520 | Dunbar Yachts

                                        • 1999 PDQ 36
                                        • 1999 PDQ 36
                                        • 1999 PDQ 36
                                        • 1999 PDQ 36

                                        2022 Seawind 1600

                                        $1,150,000

                                        $8,567/mo*

                                        Annapolis, MD 21401 | North Point Yacht Sales

                                        • 2022 Seawind 1600
                                        • 2022 Seawind 1600
                                        • 2022 Seawind 1600
                                        • 2022 Seawind 1600

                                        1977 Custom 80 Brigantine

                                        $1,800,000

                                        Long Beach, CA 90802 | Rick Obey Yacht Sales

                                        • 1977 Custom 80 Brigantine
                                        • 1977 Custom 80 Brigantine
                                        • 1977 Custom 80 Brigantine
                                        • 1977 Custom 80 Brigantine
                                        • 1986 Cherubini 44

                                          $285,000

                                          Punta Gorda, FL 33938 | The Multihull Company

                                          • 1986 Cherubini 44
                                          • 1986 Cherubini 44
                                          • 1986 Cherubini 44
                                          • 1986 Cherubini 44
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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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