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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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    3,642 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2017 Beneteau Oceanis 38.1

      $179,000

      ↓ Price Drop

      $1,321/mo*

      Fort Pierce, FL 34950 | McNally Yacht Sales

      2017 Beneteau Oceanis 38.1
      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard

        2010 Valiant 42 CE/SE

        $299,999

        $2,214/mo*

        Gloucester Point, VA 23062 | Ward Yacht Sales

        2010 Valiant 42 CE/SE

        1987 Irwin 44

        $49,900

        Hampton, VA 23664 | Bay Harbor Brokerage, Inc.

        1987 Irwin 44
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28

          2003 Beneteau 473

          $175,000

          ↓ Price Drop

          Marina del Rey, CA 90292 | ACY Yachts

          2003 Beneteau 473

          2019 Lagoon 42

          $379,000

          $2,797/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42

          2013 Gemini Legacy

          $145,000

          ↓ Price Drop

          $1,070/mo*

          West Palm Beach, FL 33403 | McNally Yacht Sales

          2013 Gemini Legacy

          1983 Sabre 38

          $38,000

          Green Cove Springs, FL 32043 | McNally Yacht Sales

          1983 Sabre 38
          • 1998 Catalina 42 MkII

            $87,500

            Sandwich, MA 02563 | Lawson Yachts LLC

            1998 Catalina 42 MkII
            • 1986 Cape Dory Motorsailer 300

              $39,000

              LaPointe, WI 54850 | Big Water Boats

              1986 Cape Dory Motorsailer 300
              • 2013 Jeanneau 379

                $169,000

                $1,247/mo*

                Seattle, WA 98109 | Marine Servicenter - Seattle

                2013 Jeanneau 379

                2025 Sun Tracker SportFish 22 DLX

                $47,735

                $412/mo*

                Columbus, OH 43224 | Sizzle Marine

                2025 Sun Tracker SportFish 22 DLX

                2025 Crestliner 2050 Fish Hawk

                $75,995

                $561/mo*

                Fredericktown, OH 43019 | Knox Marine - Ltd

                2025 Crestliner 2050 Fish Hawk

                2026 Yamaha Boats AR250

                $78,499

                $579/mo*

                Columbus, OH 43224 | Sizzle Marine

                2026 Yamaha Boats AR250
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400
                  • 1987 Hunter Legend 35

                    $19,500

                    Melbourne, FL 32901 | Private Seller

                    1987 Hunter Legend 35
                    • 1996 Cabo Rico Northeast 400

                      $184,000

                      Deltaville, VA 23043 | YaZu Yachting

                      1996 Cabo Rico Northeast 400
                      • 1998 Beneteau Oceanis 50

                        $149,000

                        Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                        1998 Beneteau Oceanis 50

                        1979 Schucker 436 Motorsailor

                        $60,000

                        Charleston, SC 29492 | United Yacht Sales

                        1979 Schucker 436 Motorsailor

                        1969 Allied Greenwich 24

                        $3,700

                        Harborside, ME 04642 | Metinic Yacht Brokers

                        1969 Allied Greenwich 24

                        1985 Custom 60

                        $190,000

                        West Palm Beach, FL 33407 | McNally Yacht Sales

                        1985 Custom 60

                        1983 Bluewater Vagabond 47

                        $42,000

                        ↓ Price Drop

                        San Diego, CA 92106 | Yachtfinders Windseakers

                        1983 Bluewater Vagabond 47
                        • 2000 Crowther Catamaran

                          $80,900

                          Dighton, MA 02715 | The Multihull Source

                          2000 Crowther Catamaran

                          2005 Leopard 40

                          $170,000

                          Saint Simons Island, GA | Dunbar Yachts

                          2005 Leopard 40
                          • 1996 Custom John Alden Malabar II

                            $150,000

                            Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                            1996 Custom John Alden Malabar II

                            1955 Classic Custom Full Keel Ketch

                            $45,000

                            Galesville, MD 20765 | North Point Yacht Sales

                            1955 Classic Custom Full Keel Ketch
                            • 1984 Whitby 42 Ketch

                              $39,500

                              Boston, MA 02128 | Sailboats Northeast

                              1984 Whitby 42 Ketch

                              1982 Watkins 27 Pirate Ship!

                              $4,999

                              Washington, NC 27889 | McCotters Marina

                              1982 Watkins 27 Pirate Ship!

                              1956 Vic Franck Custom Seaborn

                              $20,000

                              ↓ Price Drop

                              Seattle, WA 98109 | Private Seller

                              1956 Vic Franck Custom Seaborn
                              • 1971 Formosa 41

                                $79,000

                                Emeryville, CA 94608 | Rubicon Yachts

                                1971 Formosa 41
                                • 2006 Lagoon 410 S2

                                  $215,000

                                  $1,587/mo*

                                  Vero Beach, FL 32960 | The Multihull Company

                                  2006 Lagoon 410 S2
                                  • 1979 Bristol 29.9

                                    $16,500

                                    Annapolis, MD 21409 | Private Seller

                                    1979 Bristol 29.9
                                    • 2008 Hanse 470e

                                      $190,000

                                      $1,402/mo*

                                      Glen Cove, NY 11542 | McMichael Yacht Brokers LTD.

                                      2008 Hanse 470e
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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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