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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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    For Sale By
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    3,825 boats
    Sort: Recommended
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      2001 Vitters Aft Cockpit

      $11,500,000

      $84,863/mo*

      West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

      2001 Vitters Aft Cockpit
      Dealer Logo

      1934 Custom Schooner

      $865,000

      $6,383/mo*

      Port Angeles, WA 98362 | Seacraft Yacht Sales, Inc

      1934 Custom Schooner
      Dealer Logo

      2025 Catamaran Bloomfield 86 Motorsailor

      $3,600,000

      $26,566/mo*

      Raymond, WA 98577 | W S Yacht Brokers - Portland

      2025 Catamaran Bloomfield 86 Motorsailor
      Dealer Logo
      • 1981 Island Trader 46

        $159,000

        North East, MD 21901 | Sunshine Cruising Yachts

        1981 Island Trader 46

        1984 Beneteau First 38.5

        $24,999

        ↓ Price Drop

        Humacao, PR | Engel Volkers Yachting Americas

        1984 Beneteau First 38.5
        • 1977 Dickerson 41

          $44,900

          Saint Augustine, FL 32084 | Sunshine Cruising Yachts

          1977 Dickerson 41

          2000 Taswell 44 All Season

          $290,000

          ↓ Price Drop

          Brunswick, GA 31520 | Engel Volkers Yachting Americas

          2000 Taswell 44 All Season

          1986 Tartan 34-2

          $29,900

          Saint Marys, GA 31558 | Engel Volkers Yachting Americas

          1986 Tartan 34-2

          1997 Seawind 1000

          $119,000

          Richmond Hill, GA 31324 | Engel Volkers Yachting Americas

          1997 Seawind 1000

          1998 Oyster 485 Deck Saloon

          $329,000

          ↓ Price Drop

          Brunswick, GA 31520 | Engel Volkers Yachting Americas

          1998 Oyster 485 Deck Saloon
          • 2009 Prout 45S

            $249,000

            $1,837/mo*

            Jacksonville, FL 32210 | Sunshine Cruising Yachts

            2009 Prout 45S

            2014 Gemini Legacy 35

            $169,950

            ↓ Price Drop

            $1,254/mo*

            Panama City Beach, FL 32407 | Great Southern Yacht Company

            2014 Gemini Legacy 35
            • 1983 O'Day 39

              $29,000

              Dennis, MA 02641 | Sailboats Northeast

              1983 O'Day 39
              • 2002 Alerion Express 28

                $64,900

                Orleans, MA 02647 | K. McCann Yacht Sales

                2002 Alerion Express 28
                • 1982 Pan Oceanic 43

                  $36,950

                  St Augustine, FL 32084 | Sunshine Cruising Yachts

                  1982 Pan Oceanic 43
                  • 1986 Slocum 43

                    $65,000

                    Green Cove Springs, FL 32043 | Sunshine Cruising Yachts

                    1986 Slocum 43

                    2004 Hylas 49

                    $425,000

                    Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                    2004 Hylas 49

                    1995 Moody 38

                    $79,900

                    ↓ Price Drop

                    St Marys, GA 31558 | Engel Volkers Yachting Americas

                    1995 Moody 38

                    2010 Valiant 42 CE/SE

                    $299,999

                    $2,214/mo*

                    Gloucester Point, VA 23062 | Ward Yacht Sales

                    2010 Valiant 42 CE/SE

                    1996 Catalina 270

                    $10,000

                    St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                    1996 Catalina 270

                    2015 Tartan 4000

                    $299,500

                    ↓ Price Drop

                    $2,210/mo*

                    Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                    2015 Tartan 4000

                    2000 Hunter 290

                    $26,500

                    St Augustine, FL 32084 | Sunshine Cruising Yachts

                    2000 Hunter 290
                    • 1972 Custom 53 Catamaran

                      $139,900

                      Salinas, PR 00751 | Sunshine Cruising Yachts

                      1972 Custom 53 Catamaran

                      1999 Island Packet 45

                      $169,500

                      ↓ Price Drop

                      St Marys, GA 31558 | Sunshine Cruising Yachts

                      1999 Island Packet 45
                      • 1989 Custom Schooner Liveaboard

                        $95,000

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

                        1989 Custom Schooner Liveaboard
                        • 1994 Beneteau Oceanis 400

                          $45,000

                          Miami, FL 33133 | Private Seller

                          1994 Beneteau Oceanis 400

                          1994 Beneteau Oceanis 400

                          $69,000

                          St Augustine, FL 32084 | Sunshine Cruising Yachts

                          1994 Beneteau Oceanis 400

                          1976 Palmer Johnson 42

                          $64,400

                          Kewaunee, WI 54216 | Engel Volkers Yachting Americas

                          1976 Palmer Johnson 42
                          • 1986 Pacific Seacraft 34

                            $49,000

                            Rockland, ME 04841 | Sailboats Northeast

                            1986 Pacific Seacraft 34

                            2019 Lagoon 42

                            $379,000

                            $2,797/mo*

                            Fort Lauderdale, FL 33301 | The Multihull Company

                            2019 Lagoon 42

                            1985 Hans Christian 38

                            $65,000

                            Southport, NC 28461 | Sunshine Cruising Yachts

                            1985 Hans Christian 38
                            • 1986 Cape Dory Motorsailer 300

                              $39,000

                              LaPointe, WI 54850 | Big Water Boats

                              1986 Cape Dory Motorsailer 300

                              1981 Gulfstar 44

                              $49,000

                              Titusville, FL 32780 | Sunshine Cruising Yachts

                              1981 Gulfstar 44
                              • 1978 Shannon 38

                                $49,900

                                Tracys Landing, MD 20779 | Sunshine Cruising Yachts

                                1978 Shannon 38
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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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