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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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284 more Makes...
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    2,149 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2012 Catalina 375

      $164,500

      ↓ Price Drop

      $1,225/mo*

      Punta Gorda, FL | Edwards Yacht Sales

      2012 Catalina 375

      1981 Pearson 36

      $25,000

      St Simons Island, GA 31522 | Engel Volkers Yachting Americas

      1981 Pearson 36
      • 1982 Custom Wings 33 Ketch

        $24,900

        Stuart, FL 34997 | United Yacht Sales

        1982 Custom Wings 33 Ketch
        • 1990 Catalina 42

          $79,000

          Seattle, WA 98109 | Marine Servicenter

          1990 Catalina 42

          1998 Hunter h340

          $57,000

          ↓ Price Drop

          Long Beach, CA 90803 | Private Seller

          1998 Hunter h340

          1989 Custom Schooner Liveaboard

          $165,900

          ↓ Price Drop

          Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

          1989 Custom Schooner Liveaboard

          2000 Gemini 105M

          $73,000

          ↓ Price Drop

          San Diego, CA 92118 | Private Seller

          2000 Gemini 105M

          1992 Catalina Capri

          $8,500

          ↓ Price Drop

          Galesville, MD 20765 | Private Seller

          1992 Catalina Capri
          • 2005 Lagoon 440

            $230,000

            Saco, ME 04072 | The Multihull Company

            2005 Lagoon 440
            • 1985 Catalina 30

              $14,900

              Annapolis, MD 21409 | Private Seller

              1985 Catalina 30
              • 2008 Lagoon 420

                $275,000

                $2,049/mo*

                St Augustine, FL 32084 | The Multihull Company

                2008 Lagoon 420

                1987 Bristol 41.1 Aft Cockpit

                $85,000

                St Augustine, FL 32084 | Edwards Yacht Sales

                1987 Bristol 41.1 Aft Cockpit

                2026 Nitro Z17

                $38,460

                $335/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Nitro Z17

                2025 Nitro Z18 Pro

                $49,985

                $435/mo*

                Columbus, OH 43224 | Sizzle Marine

                2025 Nitro Z18 Pro

                2025 Yamaha Boats 195S

                $47,299

                $412/mo*

                Columbus, OH 43224 | Sizzle Marine

                2025 Yamaha Boats 195S
                • 1980 Cape Dory 27

                  $12,000

                  Cape Elizabeth, ME 04107 | Private Seller

                  1980 Cape Dory 27
                  • 1979 Custom Colvin Gazelle

                    $75,000

                    Baltimore, MD 21230 | Private Seller

                    1979 Custom Colvin Gazelle
                    • 1981 Endeavour 43

                      $62,500

                      Fort Pierce, FL 34950 | United Yacht Sales

                      1981 Endeavour 43
                      • 1994 Catalina 30

                        $21,000

                        Traverse City, MI 49684 | Private Seller

                        1994 Catalina 30
                        • 1986 Cape Dory Motorsailer 300

                          $39,000

                          LaPointe, WI 54850 | Big Water Boats

                          1986 Cape Dory Motorsailer 300
                          • 2022 Bali 4.8

                            $220,000

                            $1,639/mo*

                            Tortola, FL 33101 | Private Seller

                            2022 Bali 4.8
                            • 2003 Chris White Atlantic 42

                              $430,000

                              Deltaville, VA 23043 | The Multihull Company

                              2003 Chris White Atlantic 42
                              • 1980 Gulfstar 47 Sailmaster

                                $120,000

                                New Smyrna Beach, FL 32168 | Private Seller

                                1980 Gulfstar 47 Sailmaster

                                2005 Leopard 40

                                $170,000

                                Saint Simons Island, GA | Dunbar Yachts

                                2005 Leopard 40

                                1979 Formosa 51

                                $119,000

                                Marina del Rey, CA 90292 | ACY Yachts

                                1979 Formosa 51

                                1980 C&C 34

                                $9,000

                                ↓ Price Drop

                                San Diego, CA 92109 | Private Seller

                                1980 C&C 34

                                1977 Custom 80 Brigantine

                                $998,000

                                Long Beach, CA 90802 | Rick Obey Yacht Sales

                                1977 Custom 80 Brigantine

                                1999 Catalina 42 MkII

                                $135,500

                                Brunswick, GA 31520 | Dunbar Yachts

                                1999 Catalina 42 MkII
                                • 2005 Jaguar Catamarans 36

                                  $140,000

                                  Whiting, IN 46394 | Private Seller

                                  2005 Jaguar Catamarans 36
                                  • 2013 Fountaine Pajot Lipari 41

                                    $289,000

                                    $2,153/mo*

                                    Charleston, SC 29401 | The Multihull Company

                                    2013 Fountaine Pajot Lipari 41
                                    • 1994 Endeavour cat30

                                      $74,000

                                      Marathon, FL 33050 | Private Seller

                                      1994 Endeavour cat30
                                      • 2017 Jeanneau Sun Odyssey 419

                                        $189,000

                                        $1,408/mo*

                                        Port Canaveral, FL 32920 | Private Seller

                                        2017 Jeanneau Sun Odyssey 419
                                        • 1997 Beneteau 50

                                          $129,950

                                          Seattle, WA 98117 | Marine Servicenter

                                          1997 Beneteau 50

                                          1996 Catalina 270

                                          $10,000

                                          ↓ Price Drop

                                          St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                                          1996 Catalina 270
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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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