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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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    For Sale By
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    3,214 boats
    Sort: Recommended
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      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $285,000

      $2,123/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      2001 Vitters Aft Cockpit

      $11,500,000

      $85,673/mo*

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

      2001 Vitters Aft Cockpit
      Dealer Logo

      2026 Lagoon Eighty 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon Eighty 2
      Dealer Logo
      • 2019 Lagoon 42

        $395,000

        $2,943/mo*

        Hayes, VA 23072 | Severn Yachting Center

        2019 Lagoon 42

        1989 Taswell 43

        $155,900

        ↓ Price Drop

        Hayes, VA 23072 | Severn Yachting Center

        1989 Taswell 43
        • 2006 Lagoon 440

          $299,500

          $2,231/mo*

          Hayes, VA 23072 | Severn Yachting Center

          2006 Lagoon 440
          • 2013 Fountaine Pajot Lipari 41

            $289,000

            $2,153/mo*

            Charleston, SC 29401 | The Multihull Company

            2013 Fountaine Pajot Lipari 41
            • 2014 Lagoon 450

              $385,000

              $2,868/mo*

              Hayes, VA 23072 | Severn Yachting Center

              2014 Lagoon 450

              2006 Hunter 38

              $47,000

              ↓ Price Drop

              $409/mo*

              Highland Beach, FL 33487 | McNally Yacht Sales

              2006 Hunter 38

              1994 Beneteau Oceanis 400

              $45,000

              ↓ Price Drop

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400
              • 2003 Leopard 47

                $210,000

                Fajardo, PR 00773 | The Multihull Company

                2003 Leopard 47

                2019 Lagoon 42

                $379,000

                $2,823/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42
                • 1987 Hunter Legend 35

                  $19,500

                  Melbourne, FL 32901 | Private Seller

                  1987 Hunter Legend 35
                  • 2023 Rapido 60

                    $2,200,000

                    $16,390/mo*

                    Commerce, GA 30529 | Private Seller

                    2023 Rapido 60
                    • 1986 Cape Dory Motorsailer 300

                      $39,000

                      LaPointe, WI 54850 | Big Water Boats

                      1986 Cape Dory Motorsailer 300
                      • 1961 Rhodes Swiftsure

                        $14,500

                        Westport Point, MA 02791 | Tripp Marine Group

                        1961 Rhodes Swiftsure
                        • 2006 Lagoon 410-S2

                          $215,000

                          $1,602/mo*

                          Vero Beach, FL 32960 | The Multihull Company

                          2006 Lagoon 410-S2
                          • 1983 Tayana 55

                            $99,000

                            Emeryville, CA 94608 | Rubicon Yachts

                            1983 Tayana 55

                            1997 Jeanneau Sun Odyssey 36.2

                            $59,000

                            Emeryville, CA 94608 | Rubicon Yachts

                            1997 Jeanneau Sun Odyssey 36.2

                            2005 Corsair F-31 1D

                            $94,900

                            Stuart, FL 34997 | The Finish Line

                            2005 Corsair F-31 1D
                            • 2019 Bali 4.3

                              $495,000

                              $3,688/mo*

                              Jersey City, NJ 07302 | Yacht Hampton Yacht Sales

                              2019 Bali 4.3

                              1996 Hunter Legend 37.5

                              $49,500

                              Newburyport, MA 01950 | Merri-Mar Yacht Basin, Inc

                              1996 Hunter Legend 37.5
                              • 1995 Catalina 30 MkIII

                                $29,000

                                Muskegon, MI 49441 | Sail Place Inc

                                1995 Catalina 30 MkIII
                                • 1990 Catalina 27

                                  $10,000

                                  Bayport, MN 55003 | Hooper's Yachts

                                  1990 Catalina 27
                                  • 1996 Custom John Alden Malabar II

                                    $150,000

                                    Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                                    1996 Custom John Alden Malabar II
                                    • 1998 Shuttleworth Ocean Cheetah 37

                                      $95,000

                                      Deltaville, VA 23043 | YaZu Yachting

                                      1998 Shuttleworth Ocean Cheetah 37
                                      • 1984 Whitby 42 Ketch

                                        $39,500

                                        Boston, MA 02128 | Sailboats Northeast

                                        1984 Whitby 42 Ketch

                                        1984 Gulfstar 36

                                        $28,000

                                        ↓ Price Drop

                                        Saint Petersburg, FL 33706 | Private Seller

                                        1984 Gulfstar 36
                                        • 1990 Cheoy Lee Sloop

                                          $459,000

                                          North Miami Beach, FL 33162 | Atlantic Yacht & Ship, Inc.

                                          1990 Cheoy Lee Sloop
                                          • 1993 Med Marine Montevideo 43

                                            $77,500

                                            Deltaville, VA 23043 | YaZu Yachting

                                            1993 Med Marine Montevideo 43
                                            • 2010 Gemini 105Mc

                                              $99,500

                                              $741/mo*

                                              Westport Point, MA 02791 | Tripp Marine Group

                                              2010 Gemini 105Mc
                                              • 1992 Hans Christian 33 Traditional

                                                $125,900

                                                Northport, ME 04849 | Private Seller

                                                1992 Hans Christian 33 Traditional

                                                2013 Gemini Legacy

                                                $145,000

                                                ↓ Price Drop

                                                $1,080/mo*

                                                West Palm Beach, FL 33403 | McNally Yacht Sales

                                                2013 Gemini Legacy

                                                1992 Reichel/Pugh 50

                                                $49,000

                                                San Diego, CA 92106 | Denison Yachting

                                                1992 Reichel/Pugh 50
                                                • 2027 Fountaine Pajot Thira 80

                                                  Request a Price

                                                  St Thomas, VI | ACY Yachts St. Thomas

                                                  2027 Fountaine Pajot Thira 80
                                                  Dealer Logo
                                                  • 2026 Lagoon Eighty 2

                                                    Request a Price

                                                    Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                                    2026 Lagoon Eighty 2
                                                    Dealer Logo
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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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