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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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350 more Makes...
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    For Sale By
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    3,159 boats
    Sort: Recommended
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      2026 Lagoon Eighty 2

      Request a Price

      Kemah, TX 77565 | The Multihull Company

      2026 Lagoon Eighty 2
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      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

      2016 Jeanneau 54

      $350,000

      ↓ Price Drop

      $2,607/mo*

      Key Largo, FL 33037 | McNally Yacht Sales

      2016 Jeanneau 54
      • 1972 Rhodes 53 Motorsailor

        $129,000

        Ponce Inlet, FL 32127 | McNally Yacht Sales

        1972 Rhodes 53 Motorsailor
        • 1987 Island Packet 38

          $33,500

          Indiantown, FL 34956 | Adventure Yacht Sales

          1987 Island Packet 38
          • 1986 Pacific Seacraft 34

            $49,000

            Rockland, ME 04841 | Sailboats Northeast

            1986 Pacific Seacraft 34

            1994 Beneteau Oceanis 400

            $45,000

            ↓ Price Drop

            Miami, FL 33133 | Private Seller

            1994 Beneteau Oceanis 400
            • 2001 Tartan 4100

              $149,000

              Norwalk, CT 06851 | McMichael Yacht Brokers LTD.

              2001 Tartan 4100
              • 1989 Island Packet 38

                $151,000

                Islamorada, FL 33036 | Adventure Yacht Sales

                1989 Island Packet 38
                • 1984 Whitby 42 Ketch

                  $39,500

                  Boston, MA 02128 | Sailboats Northeast

                  1984 Whitby 42 Ketch
                  • 1988 Quickstep 24

                    $3,500

                    Oak Bluffs, MA 02557 | Lawson Yachts LLC

                    1988 Quickstep 24

                    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

                    2003 Catalina 310

                    $55,000

                    West Palm Beach, FL 33407 | McNally Yacht Sales

                    2003 Catalina 310

                    1969 Allied Greenwich 24

                    $3,700

                    Harborside, ME 04642 | Metinic Yacht Brokers

                    1969 Allied Greenwich 24
                    • 1971 Hinckley Bermuda 40 Custom Yawl

                      $142,000

                      Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                      1971 Hinckley Bermuda 40 Custom Yawl
                      • 1981 Islander Freeport Ketch

                        $68,500

                        Lewisville, TX 75056 | Grandpappy Point Marina

                        1981 Islander Freeport Ketch

                        1997 Jeanneau Sun Odyssey 36.2

                        $59,000

                        Emeryville, CA 94608 | Rubicon Yachts

                        1997 Jeanneau Sun Odyssey 36.2
                        • 1994 Sweden Yachts 70

                          $1,200,000

                          Charlotte Amalia, VI 00801 | Gunnar's Yacht & Ship

                          1994 Sweden Yachts 70

                          2019 Lagoon 42

                          $379,000

                          $2,823/mo*

                          Fort Lauderdale, FL 33301 | The Multihull Company

                          2019 Lagoon 42
                          • 1979 Gulfstar 43 MKII Ketch CC

                            $69,500

                            Racine, WI 53402 | Private Seller

                            1979 Gulfstar 43 MKII Ketch CC
                            • 2010 Gemini 105Mc

                              $99,500

                              $741/mo*

                              Westport Point, MA 02791 | Tripp Marine Group

                              2010 Gemini 105Mc
                              • 1998 Hunter 410

                                $93,000

                                Kemah, TX 77565 | Private Seller

                                1998 Hunter 410

                                1980 Pearson 424 Ketch

                                $34,999

                                ↓ Price Drop

                                Titusville, FL 32796 | Yacht Masters

                                1980 Pearson 424 Ketch
                                • 2001 Alerion 28

                                  $40,000

                                  Gilford, NH 03249 | Fay's Boat Yard, Inc.

                                  2001 Alerion 28

                                  2001 Beneteau Oceanis 44 CC

                                  $159,000

                                  Shady Side, MD 20764 | Clarks Landing Yacht Sales MD

                                  2001 Beneteau Oceanis 44 CC
                                  • 2006 Custom Gemini 105 mc

                                    $79,900

                                    $595/mo*

                                    Moore Haven, FL 33471 | Private Seller

                                    2006 Custom Gemini 105 mc
                                    • 1986 Catalina 22

                                      $7,500

                                      Riverton, CT 06065 | Private Seller

                                      1986 Catalina 22

                                      1997 Beneteau Oceanis 40 CC

                                      $105,000

                                      ↓ Price Drop

                                      Beaufort, NC 28516 | Beaufort Yacht Sales

                                      1997 Beneteau Oceanis 40 CC
                                      • 2014 Farr 280

                                        $49,999

                                        $435/mo*

                                        Newport, RI 02840 | Private Seller

                                        2014 Farr 280
                                        • 1989 Little Harbor Ted Hood 58’9 sloop

                                          $675,000

                                          Pompano Beach, FL 33064 | Private Seller

                                          1989 Little Harbor Ted Hood 58’9 sloop
                                          • 1987 Hunter Legend 35

                                            $19,500

                                            Melbourne, FL 32901 | Private Seller

                                            1987 Hunter Legend 35

                                            1982 Watkins 27 Pirate Ship!

                                            $4,999

                                            Washington, NC 27889 | McCotters Marina

                                            1982 Watkins 27 Pirate Ship!
                                            • 2007 Hunter 41 Deck Salon

                                              $137,900

                                              $1,027/mo*

                                              Marina del Rey, CA 90292 | ACY Yachts

                                              2007 Hunter 41 Deck Salon
                                              • 1999 Custom International Americas Cup Class USCG Certified 20 pax

                                                $285,000

                                                $2,123/mo*

                                                Rio Vista, CA 94571 | Rubicon Yachts

                                                1999 Custom International Americas Cup Class USCG Certified 20 pax
                                                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
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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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