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  • Home//
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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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    3,239 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1989 Endeavour 42

      $29,900

      St Augustine, FL 32084 | Sunshine Cruising Yachts

      1989 Endeavour 42

      2017 Bali 4.0

      $368,000

      $2,742/mo*

      Stuart, FL 34996 | McNally Yacht Sales

      2017 Bali 4.0

      2017 Beneteau Oceanis 38.1

      $179,000

      ↓ Price Drop

      $1,334/mo*

      Fort Pierce, FL 34950 | McNally Yacht Sales

      2017 Beneteau Oceanis 38.1
      • 1996 Hinckley Sou'wester 42 MKII

        $289,000

        Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

        1996 Hinckley Sou'wester 42 MKII

        2008 Catalina 309

        $59,995

        $447/mo*

        Kemah, TX 77565 | Jarman Yacht Sales, LLC

        2008 Catalina 309
        • 2022 Lagoon 46

          $779,000

          $5,803/mo*

          Fort Lauderdale, FL 33316 | Yachts International

          2022 Lagoon 46

          1979 CSY 44

          $57,500

          ↓ Price Drop

          Marathon, FL 33050 | Sunshine Cruising Yachts

          1979 CSY 44
          • 1980 Kaiser Gale Force 34

            $59,900

            Dartmouth, MA 02748 | Mattapoisett Yacht Sales

            1980 Kaiser Gale Force 34

            2009 Prout 45S

            $249,000

            ↓ Price Drop

            $1,855/mo*

            Jacksonville, FL 32210 | Sunshine Cruising Yachts

            2009 Prout 45S
            • 2019 Bali 4.3

              $495,000

              $3,688/mo*

              Jersey City, NJ 07302 | Yacht Hampton Yacht Sales

              2019 Bali 4.3

              1976 Islander Islander Freeport

              $39,900

              Titusville, FL 32796 | Sunshine Cruising Yachts

              1976 Islander Islander Freeport
              • 1982 Pan Oceanic 43

                $36,950

                St Augustine, FL 32084 | Sunshine Cruising Yachts

                1982 Pan Oceanic 43

                2025 Tracker Pro Team 175

                $22,995

                Fredericktown, OH 43019 | Knox Marine - Ltd

                2025 Tracker Pro Team 175

                2025 Nitro Z18 Pro

                $49,985

                $435/mo*

                Columbus, OH 43224 | Sizzle Marine

                2025 Nitro Z18 Pro

                2025 Yamaha WaveRunner VX Cruiser HO

                $13,399

                Columbus, OH 43224 | Sizzle Marine

                2025 Yamaha WaveRunner VX Cruiser HO

                2017 Lagoon 52 F

                $699,000

                ↓ Price Drop

                $5,207/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2017 Lagoon 52 F

                1989 Custom Schooner Liveaboard

                $95,000

                ↓ Price Drop

                Shady Side, MD 20778 | YachtSalesInternational.Com

                1989 Custom Schooner Liveaboard
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400
                  • 2006 Lagoon 410-S2

                    $215,000

                    $1,602/mo*

                    Vero Beach, FL 32960 | The Multihull Company

                    2006 Lagoon 410-S2
                    • 2013 Fountaine Pajot Lipari 41

                      $289,000

                      $2,153/mo*

                      Charleston, SC 29401 | The Multihull Company

                      2013 Fountaine Pajot Lipari 41

                      1995 Moody 38

                      $99,900

                      St Marys, GA 31558 | Engel Volkers Yachting Americas

                      1995 Moody 38

                      2019 Lagoon 42

                      $379,000

                      $2,823/mo*

                      Fort Lauderdale, FL 33301 | The Multihull Company

                      2019 Lagoon 42

                      1985 Custom 60

                      $190,000

                      ↓ Price Drop

                      West Palm Beach, FL 33407 | McNally Yacht Sales

                      1985 Custom 60

                      1955 Classic Custom Full Keel Ketch

                      $45,000

                      Galesville, MD 20765 | North Point Yacht Sales

                      1955 Classic Custom Full Keel Ketch
                      • 1976 Tartan 38

                        $5,000

                        Charlestown, MA 02129 | Lawson Yachts LLC

                        1976 Tartan 38
                        • 1987 Hans Christian Cristina 40

                          $79,500

                          Superior, WI 54880 | Barker's Island Marina

                          1987 Hans Christian Cristina 40
                          • 1988 Quickstep 24

                            $3,500

                            Oak Bluffs, MA 02557 | Lawson Yachts LLC

                            1988 Quickstep 24
                            • 2007 Dragonfly 35 Ultimate

                              $295,000

                              $2,198/mo*

                              CABO ROJO, PR 00623 | IMS Yachts

                              2007 Dragonfly 35 Ultimate

                              1984 Gulfstar 36

                              $28,000

                              ↓ Price Drop

                              Saint Petersburg, FL 33706 | Private Seller

                              1984 Gulfstar 36
                              • 2000 Crowther Catamaran

                                $80,900

                                Dighton, MA 02715 | The Multihull Source

                                2000 Crowther Catamaran
                                • 1979 Pearson 323 Pearson

                                  $3,500

                                  Weymouth, MA 02191 | Lawson Yachts LLC

                                  1979 Pearson 323 Pearson
                                  • 2023 Rapido 60

                                    $2,200,000

                                    $16,390/mo*

                                    Commerce, GA 30529 | Private Seller

                                    2023 Rapido 60

                                    2006 Hunter 38

                                    $47,000

                                    ↓ Price Drop

                                    $409/mo*

                                    Highland Beach, FL 33487 | McNally Yacht Sales

                                    2006 Hunter 38
                                    • 2008 Catalina 320 MkII

                                      $80,000

                                      $596/mo*

                                      St Augustine, FL 32084 | North Point Yacht Sales

                                      2008 Catalina 320 MkII
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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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