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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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    2,393 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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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

            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 Yamaha Boats AR220

                        $52,995

                        $395/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Yamaha Boats AR220

                        2023 Ranger Reata 220C

                        $46,995

                        $409/mo*

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        2023 Ranger Reata 220C

                        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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