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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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    3,864 boats
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      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      1986 Stephens Deck Saloon

      $325,000

      $2,398/mo*

      Portsmouth, RI 02871 | David Walters Yachts

      1986 Stephens Deck Saloon
      Dealer Logo

      2011 Alia Yachts Warwick 82 LK

      $1,995,000

      $14,722/mo*

      Wickford, RI 02852 | Northrop & Johnson Yachts-Ships LLC

      2011 Alia Yachts Warwick 82 LK
      Dealer Logo

      1986 Covey Island 38

      $49,500

      Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

      1986 Covey Island 38
      • 2002 Alerion Express 28

        $64,900

        Orleans, MA 02647 | K. McCann Yacht Sales

        2002 Alerion Express 28

        2026 Dufour 44

        $623,060

        $4,598/mo*

        Newburyport, MA 01950 | ACY Yachts

        2026 Dufour 44

        2014 Gemini Legacy 35

        $169,950

        ↓ Price Drop

        $1,254/mo*

        Panama City Beach, FL 32407 | Great Southern Yacht Company

        2014 Gemini Legacy 35
        • 1989 Custom Schooner Liveaboard

          $95,000

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

          1989 Custom Schooner Liveaboard
          • 1990 Catalina Capri 26

            $13,900

            Buford, GA 30518 | Snug Harbor Boats

            1990 Catalina Capri 26
            • 2015 Hylas 70

              $899,000

              $6,634/mo*

              Charleston, SC 29401 | Denison Yachting

              2015 Hylas 70

              2019 Lagoon 42

              $379,000

              $2,797/mo*

              Fort Lauderdale, FL 33301 | The Multihull Company

              2019 Lagoon 42

              1985 Endeavour 51

              $129,000

              ↓ Price Drop

              Brunswick, GA 31520 | Engel Volkers Yachting Americas

              1985 Endeavour 51
              • 1989 Island Packet 38

                $79,900

                Solomons, MD 20688 | Adventure Yacht Sales

                1989 Island Packet 38
                • 1986 Cape Dory Motorsailer 300

                  $39,000

                  LaPointe, WI 54850 | Big Water Boats

                  1986 Cape Dory Motorsailer 300
                  • 1994 Beneteau Oceanis 400

                    $45,000

                    Miami, FL 33133 | Private Seller

                    1994 Beneteau Oceanis 400

                    2026 Fountaine Pajot 44

                    $935,148

                    $6,901/mo*

                    San Diego, CA 92106 | ACY Yachts

                    2026 Fountaine Pajot 44

                    2005 Hunter 31

                    $29,000

                    St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                    2005 Hunter 31
                    • 1988 Catalina Morgan 440

                      $69,900

                      St Petersburg, FL 33701 | CJ Yacht Sales

                      1988 Catalina Morgan 440
                      • 2007 Beneteau Oceanis Clipper 343

                        $80,000

                        $590/mo*

                        Miami, FL 33133 | Atlas Yacht Sales, LLC

                        2007 Beneteau Oceanis Clipper 343
                        • 2004 Lagoon 380

                          $186,000

                          Curtis Bay, MD 21226 | David Walters Yachts

                          2004 Lagoon 380
                          • 1972 Bristol 40

                            $39,500

                            Belmont, ME 04952 | Sailboats Northeast

                            1972 Bristol 40

                            1990 Island Packet 35

                            $55,000

                            ↓ Price Drop

                            Highland Beach, FL 33487 | Edwards Yacht Sales

                            1990 Island Packet 35
                            • 1988 Catalina 30 MkII

                              $15,000

                              Fort Walton Beach, FL 32548 | Snug Harbor Boats

                              1988 Catalina 30 MkII

                              2001 Seawind 1000xl

                              $49,000

                              ↓ Price Drop

                              Summerland key, FL 33042 | Private Seller

                              2001 Seawind 1000xl

                              1996 Blue Water 60 Ketch

                              $99,000

                              Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

                              1996 Blue Water 60 Ketch

                              1996 Gozzard 31

                              $64,900

                              St Petersburg, FL 33701 | CJ Yacht Sales

                              1996 Gozzard 31
                              • 1993 Freedom FREEDOM 35

                                $49,500

                                Rockport, ME 04856 | Lyman-Morse Yacht Brokerage

                                1993 Freedom FREEDOM 35

                                2027 Dragonfly 36

                                $689,193

                                $5,086/mo*

                                Pensacola, FL 32507 | Windcraft Multihulls

                                2027 Dragonfly 36
                                • 1987 Hunter Legend 35

                                  $19,500

                                  Melbourne, FL 32901 | Private Seller

                                  1987 Hunter Legend 35

                                  2015 Salona 35

                                  $124,000

                                  ↓ Price Drop

                                  $915/mo*

                                  Stuart, FL 34994 | The Multihull Company

                                  2015 Salona 35
                                  • 2006 Lagoon 440

                                    $299,500

                                    $2,210/mo*

                                    Hayes, VA 23072 | Severn Yachting Center

                                    2006 Lagoon 440
                                    • 1985 Catalina 38

                                      $20,000

                                      Dover, NH 03820 | Private Seller

                                      1985 Catalina 38
                                      • 2023 Beneteau Oceanis 34.1

                                        $215,000

                                        $1,587/mo*

                                        Fort Lauderdale, FL 33312 | Nautical Ventures

                                        2023 Beneteau Oceanis 34.1

                                        1997 Hunter Passage 42

                                        $64,900

                                        Fort Lauderdale, FL 33301 | McNally Yacht Sales

                                        1997 Hunter Passage 42
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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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