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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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310 more Makes...
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    For Sale By
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    2,385 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

            1995 Beneteau Oceanis 440

            $76,000

            ↓ Price Drop

            Fort Pierce, FL 34950 | Private Seller

            • 1995 Beneteau Oceanis 440
            • 1995 Beneteau Oceanis 440
            • 1995 Beneteau Oceanis 440
            • 1995 Beneteau Oceanis 440
            • 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
              • 1982 Catalina 30

                $12,850

                Rogers City, MI 49779 | Private Seller

                • 1982 Catalina 30
                • 1982 Catalina 30
                • 1982 Catalina 30
                • 1982 Catalina 30
                • 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
                  • 2003 Catalina 42 MkII

                    $135,000

                    Newport, OR 97365 | Private Seller

                    • 2003 Catalina 42 MkII
                    • 2003 Catalina 42 MkII
                    • 2003 Catalina 42 MkII
                    • 2003 Catalina 42 MkII
                    • 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
                      • 1987 S2 35 Center Cockpit

                        $12,900

                        Vero Beach, FL 32963 | Private Seller

                        • 1987 S2 35 Center Cockpit
                        • 1987 S2 35 Center Cockpit
                        • 1987 S2 35 Center Cockpit
                        • 1987 S2 35 Center Cockpit

                        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

                        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

                        2024 Ranger VS1882WT

                        $49,995

                        $435/mo*

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        • 2024 Ranger VS1882WT
                        • 2024 Ranger VS1882WT
                        • 2024 Ranger VS1882WT
                        • 2024 Ranger VS1882WT

                        2025 Regency 230 LE3

                        $84,999

                        $633/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        • 2025 Regency 230 LE3
                        • 2025 Regency 230 LE3
                        • 2025 Regency 230 LE3
                        • 2025 Regency 230 LE3
                        • 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

                            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
                            • 2022 Bali 4.8

                              $220,000

                              $1,639/mo*

                              Tortola, FL 33101 | Private Seller

                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 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 C&C 32’

                                  $17,500

                                  Norfolk, VA 23518 | Private Seller

                                  • 1981 C&C 32’
                                  • 1981 C&C 32’
                                  • 1981 C&C 32’
                                  • 1981 C&C 32’

                                  2004 Custom 105mc

                                  $83,000

                                  ↓ Price Drop

                                  Kemah, TX 77565 | Private Seller

                                  • 2004 Custom 105mc
                                  • 2004 Custom 105mc
                                  • 2004 Custom 105mc
                                  • 2004 Custom 105mc
                                  • 2005 Hunter Passage 456

                                    $225,000

                                    $1,676/mo*

                                    Brunswick, GA 31520 | Private Seller

                                    • 2005 Hunter Passage 456
                                    • 2005 Hunter Passage 456
                                    • 2005 Hunter Passage 456
                                    • 2005 Hunter Passage 456
                                    • 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

                                      ↓ Price Drop

                                      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
                                        • 1990 Catalina 30

                                          $19,000

                                          Pick City, ND 58545 | Private Seller

                                          • 1990 Catalina 30
                                          • 1990 Catalina 30
                                          • 1990 Catalina 30
                                          • 1990 Catalina 30

                                          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
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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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