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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
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      1989 Custom Schooner Liveaboard

      $95,000

      $708/mo*

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

      1989 Custom Schooner Liveaboard
      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

      2027 Fountaine Pajot Thira 80

      Request a Price

      Saint Petersburg, FL 33701 | ACY Yachts St. Petersburg

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      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
      • 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

            2022 Lagoon 46

            $899,000

            $6,697/mo*

            Fort Pierce, FL 34950 | The Multihull Company

            2022 Lagoon 46

            2009 Prout 45S

            $249,000

            ↓ Price Drop

            $1,855/mo*

            Jacksonville, FL 32210 | Sunshine Cruising Yachts

            2009 Prout 45S

            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

              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

                    1955 Classic Custom Full Keel Ketch

                    $45,000

                    Galesville, MD 20765 | North Point Yacht Sales

                    1955 Classic Custom Full Keel Ketch

                    2019 Lagoon 42

                    $379,000

                    $2,823/mo*

                    Fort Lauderdale, FL 33301 | The Multihull Company

                    2019 Lagoon 42
                    • 1976 Tartan 38

                      $5,000

                      Charlestown, MA 02129 | Lawson Yachts LLC

                      1976 Tartan 38
                      • 1993 Med Marine Montevideo 43

                        $77,500

                        Deltaville, VA 23043 | YaZu Yachting

                        1993 Med Marine Montevideo 43
                        • 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
                            • 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
                                    • 1972 Custom 53 Catamaran

                                      $139,900

                                      Salinas, PR 00751 | Sunshine Cruising Yachts

                                      1972 Custom 53 Catamaran
                                      • 2013 Beneteau 37

                                        $139,000

                                        $1,036/mo*

                                        Deltaville, VA 23043 | YaZu Yachting

                                        2013 Beneteau 37
                                        • 2015 Beneteau Oceanis 55

                                          $400,000

                                          $2,980/mo*

                                          Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                          2015 Beneteau Oceanis 55
                                          • 1989 Nautor Swan 651

                                            $750,000

                                            Jamestown, RI 02835 | Yeoman Yachts, LLC

                                            1989 Nautor Swan 651
                                            • 1996 Custom John Alden Malabar II

                                              $150,000

                                              Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                                              1996 Custom John Alden Malabar II
                                              • 2027 Fountaine Pajot Power 80

                                                Request a Price

                                                Annapolis, MD 21403 | ACY Yachts Annapolis

                                                2027 Fountaine Pajot Power 80
                                                Dealer Logo
                                                • 2027 Fountaine Pajot Power 80

                                                  Request a Price

                                                  Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

                                                  2027 Fountaine Pajot Power 80
                                                  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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