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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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318 more Makes...
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    2,467 boats
    Sort: Recommended
    • Recommended
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      1955 Classic Custom Full Keel Ketch

      $45,000

      Galesville, MD 20765 | North Point Yacht Sales

      1955 Classic Custom Full Keel Ketch
      • 2007 Beneteau 423

        $155,000

        $1,155/mo*

        Pasadena, MD 21122 | North Point Yacht Sales

        2007 Beneteau 423
        • 2019 Jeanneau Sun Odyssey 440

          $325,000

          $2,421/mo*

          Annapolis, MD 21403 | Seattle Yachts - Annapolis

          2019 Jeanneau Sun Odyssey 440
          • 1981 Endeavour 43

            $69,800

            Fort Pierce, FL 34950 | United Yacht Sales

            1981 Endeavour 43
            • 1998 Beneteau Oceanis 50

              $149,000

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

              1998 Beneteau Oceanis 50

              1993 Crowther 42

              $129,000

              Pensacola, FL 32501 | Edwards Yacht Sales

              1993 Crowther 42

              2012 Lagoon 400

              $225,000

              ↓ Price Drop

              $1,676/mo*

              Fort Lauderdale, FL 33306 | The Multihull Company

              2012 Lagoon 400

              2015 Beneteau Oceanis 45

              $289,000

              $2,153/mo*

              San Diego, CA 92101 | Marine Servicenter - San Diego

              2015 Beneteau Oceanis 45

              1982 Bristol Yawl

              $40,000

              ↓ Price Drop

              Sag Harbor, NY 11963 | Private Seller

              1982 Bristol Yawl
              • 1983 Baba 30

                $25,000

                Waukegan, IL 60085 | Private Seller

                1983 Baba 30
                • 1998 Beneteau Oceanis 461

                  $109,000

                  Charleston, SC 29401 | Denison Yachting

                  1998 Beneteau Oceanis 461
                  • 1985 Dickerson Dickerson 37

                    $19,000

                    Quincy, MA 02170 | Private Seller

                    1985 Dickerson Dickerson 37

                    2004 Custom 105mc

                    $83,000

                    ↓ Price Drop

                    Kemah, TX 77565 | Private Seller

                    2004 Custom 105mc

                    2006 Hake / Seaward 26RK

                    $45,000

                    $392/mo*

                    Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                    2006 Hake / Seaward 26RK

                    2025 Tracker Bass Tracker Classic Limited

                    $17,295

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Tracker Bass Tracker Classic Limited

                    2025 Tahoe T18

                    $33,985

                    $296/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Tahoe T18
                    • 2006 Beneteau 393

                      $99,900

                      $744/mo*

                      Merritt Island, FL 32952 | Edwards Yacht Sales

                      2006 Beneteau 393

                      1977 Custom Brigantine

                      $1,800,000

                      Long Beach, CA 90802 | Rick Obey Yacht Sales

                      1977 Custom Brigantine
                      • 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
                        • 2003 Catalina 42 MkII

                          $135,000

                          Newport, OR 97365 | Private Seller

                          2003 Catalina 42 MkII
                          • 1974 Camper & Nicholsons Center Cockpit

                            $99,800

                            Brunswick, GA 31520 | United Yacht Sales

                            1974 Camper & Nicholsons Center Cockpit
                            • 2024 Tartan 395

                              $549,000

                              $4,090/mo*

                              Annapolis, MD 21403 | Seattle Yachts - Annapolis

                              2024 Tartan 395
                              • 2017 Nautitech 46 Open

                                $499,000

                                $3,717/mo*

                                Annapolis, MD 21401 | The Multihull Company

                                2017 Nautitech 46 Open

                                1987 Oyster 46.5

                                $145,000

                                Racine, WI 53402 | Racine Riverside Marine, Inc.

                                1987 Oyster 46.5
                                • 2026 Fountaine Pajot Thira 80

                                  $9,818,808

                                  $73,149/mo*

                                  Fort Lauderdale, FL 33301 | ACY Yachts

                                  2026 Fountaine Pajot Thira 80
                                  • 2003 Beneteau Oceanis Clipper 331

                                    $52,900

                                    Dubuque, IA 52001 | Private Seller

                                    2003 Beneteau Oceanis Clipper 331
                                    • 1975 Alberg yawl

                                      $37,000

                                      Hilton Head Island, SC 29925 | Private Seller

                                      1975 Alberg yawl
                                      • 1996 Fountaine Pajot Venezia 42

                                        $165,000

                                        Fort Pierce, FL 34949 | Private Seller

                                        1996 Fountaine Pajot Venezia 42
                                        • 2012 Jeanneau Sun Odyssey 509

                                          $339,000

                                          $2,525/mo*

                                          Kemah, TX 77565 | Private Seller

                                          2012 Jeanneau Sun Odyssey 509

                                          2001 Dufour Gib'Sea 43

                                          $134,900

                                          ↓ Price Drop

                                          Brunswick, GA 31520 | The Multihull Company

                                          2001 Dufour Gib'Sea 43

                                          1994 Catalina 30 Tall Rig

                                          $21,000

                                          ↓ Price Drop

                                          Traverse City, MI 49684 | Private Seller

                                          1994 Catalina 30 Tall Rig
                                          • 1986 Santa Cruz Santa Cruz 70

                                            $319,000

                                            Long Beach, CA 90803 | Northrop and Johnson

                                            1986 Santa Cruz Santa Cruz 70
                                            • 1981 Sam Crocker 286

                                              $17,500

                                              New Harbor, ME 04554 | Private Seller

                                              1981 Sam Crocker 286
                                              • 1970 Formosa 41

                                                $29,900

                                                Long Beach, CA 90803 | Private Seller

                                                1970 Formosa 41
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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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