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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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320 more Makes...
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    2,425 boats
    Sort: Recommended
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      • 2026 Fountaine Pajot Thira 80

        $9,800,322

        $73,011/mo*

        Fort Lauderdale, FL 33301 | ACY Yachts

        2026 Fountaine Pajot Thira 80
        • 2006 Beneteau 393

          $99,900

          $744/mo*

          Merritt Island, FL 32952 | Edwards Yacht Sales

          2006 Beneteau 393

          1993 Crowther 42

          $129,000

          Pensacola, FL 32501 | Edwards Yacht Sales

          1993 Crowther 42

          2000 Beneteau Oceanis 50

          $178,000

          ↓ Price Drop

          Long Beach, CA 90803 | Denison Yachting

          2000 Beneteau Oceanis 50
          • 1998 Beneteau Oceanis 50

            $149,000

            Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

            1998 Beneteau Oceanis 50
            • 1995 Beneteau Oceanis 321

              $39,500

              Wrightsville Beach, NC 28480 | St. Barts Yacht Sales

              1995 Beneteau Oceanis 321

              2017 Fountaine Pajot Helia 44 Evolution

              $299,000

              ↓ Price Drop

              $2,228/mo*

              Fort Pierce, FL 34945 | The Multihull Company

              2017 Fountaine Pajot Helia 44 Evolution

              2021 Fountaine Pajot Catamaran Elba 45

              $799,000

              $5,952/mo*

              St Thomas, VI 00802 | ACY Yachts

              2021 Fountaine Pajot Catamaran Elba 45
              • 2022 Beneteau First 24

                $79,900

                $595/mo*

                Chester, MD 21619 | Seattle Yachts - Annapolis

                2022 Beneteau First 24
                • 1989 Acte Polynesia 42

                  $59,000

                  Belhaven, NC 27810 | Private Seller

                  1989 Acte Polynesia 42
                  • 2024 Beneteau Oceanis 51.1

                    $699,999

                    $5,215/mo*

                    Charleston, SC 29401 | St. Barts Yacht Sales

                    2024 Beneteau Oceanis 51.1
                    • 2021 Jeanneau Sun Odyssey 440

                      $389,000

                      $2,898/mo*

                      Seattle, WA 98109 | Marine Servicenter

                      2021 Jeanneau Sun Odyssey 440
                      • 1986 Tartan 37

                        $32,975

                        Mystic, CT 06355 | Private Seller

                        1986 Tartan 37
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                        2012 Lagoon 400

                        $225,000

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                        $1,676/mo*

                        Fort Lauderdale, FL 33306 | The Multihull Company

                        2012 Lagoon 400
                        • 1979 Bristol 29.9

                          $16,500

                          Solomons, MD 20688 | Private Seller

                          1979 Bristol 29.9

                          2014 Beneteau Oceanis 38

                          $175,000

                          ↓ Price Drop

                          $1,304/mo*

                          San Francisco, CA | Silver Seas Yachts – Sausalito

                          2014 Beneteau Oceanis 38
                          • 2005 Lagoon 440

                            $275,000

                            $2,049/mo*

                            Saco, ME 04072 | The Multihull Company

                            2005 Lagoon 440
                            • 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
                              • 1993 Amel Santorin

                                $175,000

                                Portsmouth, NH 03801 | Private Seller

                                1993 Amel Santorin

                                2020 Tartan 395

                                $449,000

                                ↓ Price Drop

                                $3,345/mo*

                                Annapolis, MD 21403 | Seattle Yachts - Annapolis

                                2020 Tartan 395

                                1979 Islander Freeport 41

                                $58,000

                                ↓ Price Drop

                                Anacortes, WA 98221 | Seattle Yachts - Anacortes

                                1979 Islander Freeport 41
                                • 1991 Custom Horacio Carabelli Schooner

                                  $199,000

                                  Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                  1991 Custom Horacio Carabelli Schooner

                                  1956 Vic Franck Custom Seaborn

                                  $30,000

                                  ↓ Price Drop

                                  Seattle, WA 98109 | Private Seller

                                  1956 Vic Franck Custom Seaborn
                                  • 2022 NEEL 43

                                    $525,000

                                    $3,911/mo*

                                    Panama City, FL 32408 | Private Seller

                                    2022 NEEL 43
                                    • 1969 Alden 32

                                      $8,900

                                      San Pedro, CA 90731 | Private Seller

                                      1969 Alden 32
                                      • 2001 Beneteau First 40.7

                                        $49,500

                                        Denison, TX 75020 | Private Seller

                                        2001 Beneteau First 40.7
                                        • 2003 J Boats J/46

                                          $279,000

                                          Bristol, RI 02809 | McMichael Yacht Brokers LTD.

                                          2003 J Boats J/46
                                          • 2008 Jeanneau Sun Odyssey 45 DS

                                            $225,000

                                            $1,676/mo*

                                            Annapolis, MD 21401 | North Point Yacht Sales

                                            2008 Jeanneau Sun Odyssey 45 DS

                                            2006 Privilege 435 Owners Cabin Layout

                                            $299,000

                                            ↓ Price Drop

                                            $2,228/mo*

                                            Saint Augustine, FL 32084 | The Multihull Company

                                            2006 Privilege 435 Owners Cabin Layout

                                            2023 Lagoon 40

                                            $499,000

                                            ↓ Price Drop

                                            $3,717/mo*

                                            Annapolis, MD 21401 | The Multihull Company

                                            2023 Lagoon 40

                                            1992 Catalina 30 Tall Rig

                                            $29,900

                                            Cheboygan, MI 49721 | United Yacht Sales – Great Lakes Division-Harborview

                                            1992 Catalina 30 Tall Rig
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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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