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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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    3,234 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      1975 Cape George 36

      $89,500

      San Pedro, CA 90731 | Seattle Yachts - Los Angeles

      1975 Cape George 36
      • 2006 Lagoon 410-S2

        $215,000

        $1,602/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410-S2

        1994 Beneteau Oceanis 400

        $45,000

        ↓ Price Drop

        Miami, FL 33133 | Private Seller

        1994 Beneteau Oceanis 400

        1982 Pearson 323 Pearson

        $24,500

        Washington, NC 27889 | McCotters Marina

        1982 Pearson 323 Pearson
        • 1990 Contessa 32

          $59,000

          San Francisco, CA 94107 | Rubicon Yachts

          1990 Contessa 32

          2007 Reichel/Pugh 2007

          $895,000

          $6,668/mo*

          Portsmouth, RI 02871 | Northrop and Johnson

          2007 Reichel/Pugh 2007

          1989 Pacific Seacraft 34

          $69,900

          St Petersburg, FL 33701 | CJ Yacht Sales

          1989 Pacific Seacraft 34

          1989 Custom Schooner Liveaboard

          $95,000

          ↓ Price Drop

          Shady Side, MD 20778 | YachtSalesInternational.Com

          1989 Custom Schooner Liveaboard

          1984 O'Day 222

          $4,000

          Washington, NC 27889 | McCotters Marina

          1984 O'Day 222
          • 2003 Leopard 47

            $210,000

            Fajardo, PR 00773 | The Multihull Company

            2003 Leopard 47

            1982 C&C 34

            $25,000

            Washington, NC 27889 | McCotters Marina

            1982 C&C 34
            • 1985 Endeavour Endeavour 33 Sailing Yacht

              $29,900

              Marco Island, FL 34145 | Edwards Yacht Sales

              1985 Endeavour Endeavour 33 Sailing Yacht

              2025 Crestliner 2050 Fish Hawk

              $75,995

              $566/mo*

              Fredericktown, OH 43019 | Knox Marine - Ltd

              2025 Crestliner 2050 Fish Hawk

              2026 Tracker Bass Tracker Classic Limited

              $17,995

              Columbus, OH 43224 | Sizzle Marine

              2026 Tracker Bass Tracker Classic Limited

              2021 Yamaha Boats AR210

              $41,995

              $366/mo*

              Columbus, OH 43224 | Sizzle Marine

              2021 Yamaha Boats AR210
              • 2023 Rapido 60

                $2,200,000

                $16,390/mo*

                Commerce, GA 30529 | Private Seller

                2023 Rapido 60

                1980 Whitby Aux Sailing Ketch

                $25,000

                ↓ Price Drop

                Hancock, ME 04640 | Private Seller

                1980 Whitby Aux Sailing Ketch
                • 1971 Hinckley Bermuda 40

                  $95,000

                  Mount Desert, ME 04660 | John Williams Boat Company

                  1971 Hinckley Bermuda 40

                  1986 Endeavour 42 CC

                  $49,000

                  Mount Desert, ME 04660 | Engel Volkers Yachting Americas

                  1986 Endeavour 42 CC
                  • 1980 Pearson 424 Ketch

                    $34,999

                    Titusville, FL 32796 | Yacht Masters

                    1980 Pearson 424 Ketch

                    2014 Gemini Legacy 35

                    $159,900

                    $1,191/mo*

                    San Diego, CA 92106 | Intrepid Yachts

                    2014 Gemini Legacy 35
                    • 2000 Crowther Catamaran

                      $80,900

                      Dighton, MA 02715 | The Multihull Source

                      2000 Crowther Catamaran

                      1991 Taswell Sloop

                      $165,000

                      ↓ Price Drop

                      Ventura, CA 93001 | Real Yacht & Ship Sales, Inc.

                      1991 Taswell Sloop
                      • 2005 Lagoon 440

                        $230,000

                        Charleston, SC 29401 | The Multihull Company

                        2005 Lagoon 440
                        • 2004 Beneteau First 44.7

                          $130,000

                          Annapolis, MD 21403 | North Point Yacht Sales

                          2004 Beneteau First 44.7
                          • 2011 Morris M29

                            $185,000

                            $1,378/mo*

                            Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                            2011 Morris M29

                            2011 Catalina 445

                            $284,600

                            $2,120/mo*

                            Fort Pierce, FL 34950 | United Yacht Sales

                            2011 Catalina 445

                            1998 Fountaine Pajot Athena

                            $95,000

                            ↓ Price Drop

                            Cape Coral, FL 33904 | Private Seller

                            1998 Fountaine Pajot Athena
                            • 2005 Morris M36

                              $385,000

                              Marion, MA 02738 | Hinckley Yacht Brokerage

                              2005 Morris M36

                              1938 Alden Custom Design & 2008-2011 by Rockport Marine

                              $995,000

                              ↓ Price Drop

                              Charleston, SC 29403 | Lyman-Morse Yacht Brokerage

                              1938 Alden Custom Design & 2008-2011 by Rockport Marine
                              • 1983 Cape Dory 28

                                $24,000

                                Ogunquit, ME 03907 | Sailboats Northeast

                                1983 Cape Dory 28
                                • 1991 Custom Horacio Carabelli Schooner

                                  $290,000

                                  Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                  1991 Custom Horacio Carabelli Schooner

                                  1986 Hunter Legend 45

                                  $41,500

                                  ↓ Price Drop

                                  Wilmington, CA 90744 | Seattle Yachts - Los Angeles

                                  1986 Hunter Legend 45

                                  2000 Catalina 42 MkII

                                  $110,000

                                  Boynton Beach, FL 33435 | McNally Yacht Sales

                                  2000 Catalina 42 MkII
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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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