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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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    3,260 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2017 Beneteau Oceanis 38.1

      $179,000

      ↓ Price Drop

      $1,334/mo*

      Fort Pierce, FL 34950 | McNally Yacht Sales

      2017 Beneteau Oceanis 38.1

      1999 Passport 456

      $289,000

      Brunswick, GA 31520 | Sunshine Cruising Yachts

      1999 Passport 456

      1979 CSY 44

      $49,900

      ↓ Price Drop

      Marathon, FL 33050 | Sunshine Cruising Yachts

      1979 CSY 44

      2005 Beneteau 393

      $107,500

      Titusville, FL 32780 | Edwards Yacht Sales

      2005 Beneteau 393
      • 2019 Bali 4.3

        $495,000

        $3,688/mo*

        Jersey City, NJ 07302 | Yacht Hampton Yacht Sales

        2019 Bali 4.3
        • 2010 Sparkman & Stephens S&S 45

          $487,000

          $3,628/mo*

          Southwest Harbor, ME 04679 | Lyman-Morse Yacht Brokerage

          2010 Sparkman & Stephens S&S 45
          • 1970 Southern Ocean GALLANT 53

            $99,900

            San Diego, CA 92106 | Yachtfinders Windseakers

            1970 Southern Ocean GALLANT 53
            • 1972 Custom 53 Catamaran

              $139,900

              Salinas, PR 00751 | Sunshine Cruising Yachts

              1972 Custom 53 Catamaran

              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

                1995 Moody 38

                $99,900

                St Marys, GA 31558 | Engel Volkers Yachting Americas

                1995 Moody 38

                2004 Sun Tracker Party Barge 22 Regency Edition

                $18,995

                Columbus, OH 43224 | Sizzle Marine

                2004 Sun Tracker Party Barge 22 Regency Edition

                2024 Tracker Pro 170

                $16,995

                Columbus, OH 43224 | Sizzle Marine

                2024 Tracker Pro 170

                2026 Tracker Pro Team 175

                $28,995

                $252/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Tracker Pro Team 175

                2019 Lagoon 42

                $379,000

                $2,823/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42
                • 2006 Lagoon 410-S2

                  $215,000

                  $1,602/mo*

                  Vero Beach, FL 32960 | The Multihull Company

                  2006 Lagoon 410-S2

                  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
                  • 1998 Beneteau Oceanis 321

                    $45,500

                    Niceville, FL 32578 | Marine Group - Emerald Coast

                    1998 Beneteau Oceanis 321
                    • 1976 Tartan 38

                      $5,000

                      Charlestown, MA 02129 | Lawson Yachts LLC

                      1976 Tartan 38
                      • 1993 Block Island 40

                        $74,950

                        Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                        1993 Block Island 40
                        • 1987 Hans Christian Cristina 40

                          $79,500

                          Superior, WI 54880 | Barker's Island Marina

                          1987 Hans Christian Cristina 40
                          • 2007 Dragonfly 35 Ultimate

                            $295,000

                            $2,198/mo*

                            CABO ROJO, PR 00623 | IMS Yachts

                            2007 Dragonfly 35 Ultimate
                            • 1998 Catalina 42 MkII

                              $87,500

                              Sandwich, MA 02563 | Lawson Yachts LLC

                              1998 Catalina 42 MkII
                              • 1993 Green Marine Dubois 50

                                $59,500

                                San Diego, CA 92106 | Yachtfinders Windseakers

                                1993 Green Marine Dubois 50
                                • 1990 Beneteau Oceanis 390

                                  $64,900

                                  Fort Pierce, FL 34946 | Florida Coast Yacht

                                  1990 Beneteau Oceanis 390

                                  1984 Gulfstar 36

                                  $28,000

                                  ↓ Price Drop

                                  Saint Petersburg, FL 33706 | Private Seller

                                  1984 Gulfstar 36

                                  1983 Bluewater Vagabond 47

                                  $42,000

                                  ↓ Price Drop

                                  San Diego, CA 92106 | Yachtfinders Windseakers

                                  1983 Bluewater Vagabond 47
                                  • 2023 Rapido 60

                                    $2,200,000

                                    $16,390/mo*

                                    Commerce, GA 30529 | Private Seller

                                    2023 Rapido 60

                                    1983 Sabre 38

                                    $38,000

                                    Green Cove Springs, FL 32043 | McNally Yacht Sales

                                    1983 Sabre 38
                                    • 1978 Shannon 38

                                      $49,900

                                      Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                                      1978 Shannon 38

                                      1985 Hans Christian 38

                                      $65,000

                                      Southport, NC 28461 | Sunshine Cruising Yachts

                                      1985 Hans Christian 38
                                      • 2000 Crowther Catamaran

                                        $80,900

                                        Dighton, MA 02715 | The Multihull Source

                                        2000 Crowther Catamaran
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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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