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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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    3,643 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $285,000

      $2,103/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

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

      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $14,722/mo*

      Newport, RI 02840 | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo
      • 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

          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

            2019 Lagoon 42

            $379,000

            $2,797/mo*

            Fort Lauderdale, FL 33301 | The Multihull Company

            2019 Lagoon 42

            2003 Beneteau 473

            $175,000

            ↓ Price Drop

            Marina del Rey, CA 90292 | ACY Yachts

            2003 Beneteau 473
            • 1981 Bristol 45.5 Aft Cockpit

              $105,000

              Tracys Landing, MD 20779 | Seattle Yachts - Annapolis

              1981 Bristol 45.5 Aft Cockpit

              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
                  • 2002 Island Packet 380

                    $169,000

                    Charleston, SC 29401 | Denison Yachting

                    2002 Island Packet 380

                    1979 Schucker 436 Motorsailor

                    $60,000

                    Charleston, SC 29492 | United Yacht Sales

                    1979 Schucker 436 Motorsailor
                    • 2013 Jeanneau 379

                      $169,000

                      $1,247/mo*

                      Seattle, WA 98109 | Marine Servicenter - Seattle

                      2013 Jeanneau 379
                      • 2006 Dolphin 460

                        $350,000

                        $2,583/mo*

                        St Augustine, FL 32084 | The Multihull Company

                        2006 Dolphin 460
                        • 1990 Slocum 43

                          $136,825

                          Fort Pierce, FL 34950 | United Yacht Sales

                          1990 Slocum 43
                          • 1996 Cabo Rico Northeast 400

                            $184,000

                            Deltaville, VA 23043 | YaZu Yachting

                            1996 Cabo Rico Northeast 400
                            • 1987 Hans Christian Cristina 40

                              $79,500

                              Superior, WI 54880 | Barker's Island Marina

                              1987 Hans Christian Cristina 40
                              • 1998 Beneteau Oceanis 50

                                $149,000

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

                                1998 Beneteau Oceanis 50
                                • 2006 Tayana 58 Deck Salon

                                  $447,000

                                  $3,299/mo*

                                  San Diego, CA 92106 | Yachtfinders Windseakers

                                  2006 Tayana 58 Deck Salon

                                  1983 Bluewater Vagabond 47

                                  $42,000

                                  ↓ Price Drop

                                  San Diego, CA 92106 | Yachtfinders Windseakers

                                  1983 Bluewater Vagabond 47

                                  2004 Cabo Rico 42

                                  $317,000

                                  ↓ Price Drop

                                  Bellingham, WA 98225 | Marine Servicenter - Bellingham Sales Center

                                  2004 Cabo Rico 42
                                  • 2000 Crowther Catamaran

                                    $80,900

                                    Dighton, MA 02715 | The Multihull Source

                                    2000 Crowther Catamaran
                                    • 1990 Island Packet 35

                                      $65,000

                                      Highland Beach, FL 33487 | Edwards Yacht Sales

                                      1990 Island Packet 35
                                      • 1987 Hunter Legend 35

                                        $19,500

                                        Melbourne, FL 32901 | Private Seller

                                        1987 Hunter Legend 35

                                        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
                                            • 2008 Hanse 470e

                                              $190,000

                                              $1,402/mo*

                                              Glen Cove, NY 11542 | McMichael Yacht Brokers LTD.

                                              2008 Hanse 470e
                                              • 1998 Custom Kelly Archer

                                                $1,290,000

                                                $9,519/mo*

                                                Newport, RI 02840 | ACY Yachts - Marina Del Rey

                                                1998 Custom Kelly Archer
                                                Dealer Logo
                                                • 2026 Lagoon EIGHTY 2

                                                  Request a Price

                                                  Kemah, TX 77565 | The Multihull Company

                                                  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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