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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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    2,388 boats
    Sort: Recommended
    • Recommended
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      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300

        1955 Classic Custom Full Keel Ketch

        $45,000

        Galesville, MD 20765 | North Point Yacht Sales

        1955 Classic Custom Full Keel Ketch
        • 2027 Fountaine Pajot Thira 80

          Request a Price

          Fort Lauderdale, FL 33301 | ACY Yachts

          2027 Fountaine Pajot Thira 80

          2001 Dufour Gib'Sea 43

          $134,900

          ↓ Price Drop

          Brunswick, GA 31520 | The Multihull Company

          2001 Dufour Gib'Sea 43

          2018 Fountaine Pajot Helia 44 Evolution

          $499,000

          $3,717/mo*

          St Thomas, VI 00802 | ACY Yachts

          2018 Fountaine Pajot Helia 44 Evolution
          • 2012 Lagoon 400

            $225,000

            $1,676/mo*

            Fort Lauderdale, FL 33306 | The Multihull Company

            2012 Lagoon 400

            2019 Jeanneau Sun Odyssey 479

            $349,000

            $2,600/mo*

            Key Biscayne, FL 33149 | Luke Brown Yachts

            2019 Jeanneau Sun Odyssey 479
            • 2000 Beneteau Oceanis 50

              $178,000

              Long Beach, CA 90803 | Denison Yachting

              2000 Beneteau Oceanis 50
              • 2001 Hunter 380

                $69,000

                Brunswick, GA 31520 | Dunbar Yachts

                2001 Hunter 380

                1993 Crowther 42

                $129,000

                Pensacola, FL 32501 | Edwards Yacht Sales

                1993 Crowther 42
                • 2007 Tartan 4400

                  $349,000

                  $2,600/mo*

                  Annapolis, MD 21403 | Seattle Yachts - Annapolis

                  2007 Tartan 4400
                  • 2010 Gemini 105Mc

                    $130,000

                    $968/mo*

                    East End, VI 00820 | The Multihull Company

                    2010 Gemini 105Mc
                    • 2002 North Wind 58

                      $300,000

                      Fort Lauderdale, FL 33316 | Denison Yachting

                      2002 North Wind 58

                      2006 Hake / Seaward 26RK

                      $40,000

                      ↓ Price Drop

                      $348/mo*

                      Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                      2006 Hake / Seaward 26RK

                      2025 Vexus AVX2080

                      $66,692

                      $497/mo*

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      2025 Vexus AVX2080

                      2019 Ranger Z521C Ranger Cup Equipped

                      $49,495

                      ↓ Price Drop

                      $431/mo*

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      2019 Ranger Z521C Ranger Cup Equipped

                      1979 Robert Perry 41 Sloop

                      $54,900

                      ↓ Price Drop

                      San Diego, CA 92106 | Seattle Yachts - San Diego

                      1979 Robert Perry 41 Sloop
                      • 1990 Cheoy Lee Sloop

                        $459,000

                        North Miami Beach, FL 33316 | Atlantic Yacht & Ship, Inc.

                        1990 Cheoy Lee Sloop
                        • 1991 Custom Horacio Carabelli Schooner

                          $199,000

                          Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                          1991 Custom Horacio Carabelli Schooner

                          1977 Custom 80 Brigantine

                          $1,800,000

                          Long Beach, CA 90802 | Rick Obey Yacht Sales

                          1977 Custom 80 Brigantine
                          • 2017 Lagoon 42

                            $384,900

                            $2,867/mo*

                            Kemah, TX 77565 | The Multihull Company

                            2017 Lagoon 42
                            • 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
                              • 1989 Tartan 40

                                $49,900

                                Pensacola, FL 32501 | Edwards Yacht Sales

                                1989 Tartan 40

                                2026 Dufour 37

                                $383,000

                                $2,853/mo*

                                Newburyport, MA 02840 | ACY Yachts

                                2026 Dufour 37
                                • 1979 Shannon 38

                                  $69,900

                                  West Palm Beach, FL 33404 | The Multihull Company

                                  1979 Shannon 38

                                  2026 Dufour 37

                                  $383,000

                                  $2,853/mo*

                                  Fort Lauderdale, FL 33301 | ACY Yachts

                                  2026 Dufour 37
                                  • 1991 Freedom F-38

                                    $99,900

                                    Punta Gorda, FL 33950 | Edwards Yacht Sales

                                    1991 Freedom F-38

                                    2003 Leopard 47

                                    $210,000

                                    ↓ Price Drop

                                    Fajardo, PR 00773 | The Multihull Company

                                    2003 Leopard 47

                                    1988 Hunter 333

                                    $15,000

                                    Racine, WI 53402 | Racine Riverside Marine, Inc.

                                    1988 Hunter 333

                                    1995 Catalina 400

                                    $99,000

                                    Edgewater, MD 20779 | YachtSalesInternational.Com

                                    1995 Catalina 400
                                    • 2002 Lagoon 410

                                      $190,000

                                      Saint Augustine, FL 32084 | The Multihull Company

                                      2002 Lagoon 410

                                      1980 Custom Horstman Tristar Ketch

                                      $65,000

                                      ↓ Price Drop

                                      Deltaville, VA 23043 | The Multihull Company

                                      1980 Custom Horstman Tristar Ketch
                                      • 1995 Lagoon TPI 42

                                        $185,000

                                        San Diego, CA 92106 | Denison Yachting

                                        1995 Lagoon TPI 42

                                        1982 Custom Wings 33 Ketch

                                        $24,900

                                        ↓ Price Drop

                                        Stuart, FL 34997 | United Yacht Sales

                                        1982 Custom Wings 33 Ketch
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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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