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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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350 more Makes...
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    For Sale By
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    3,159 boats
    Sort: Recommended
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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

      2026 Lagoon Eighty 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon Eighty 2
      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

      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
                • 2017 HH Catamarans HH66

                  $3,899,000

                  $29,047/mo*

                  Long Beach, CA | Denison Yachting

                  2017 HH Catamarans HH66
                  • 1984 Whitby 42 Ketch

                    $39,500

                    Boston, MA 02128 | Sailboats Northeast

                    1984 Whitby 42 Ketch

                    1969 Allied Greenwich 24

                    $3,700

                    Harborside, ME 04642 | Metinic Yacht Brokers

                    1969 Allied Greenwich 24
                    • 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
                      • 1987 Hunter Legend 35

                        $19,500

                        Melbourne, FL 32901 | Private Seller

                        1987 Hunter Legend 35

                        2003 Catalina 310

                        $55,000

                        West Palm Beach, FL 33407 | McNally Yacht Sales

                        2003 Catalina 310
                        • 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
                                • 1971 Formosa 41

                                  $79,000

                                  Emeryville, CA 94608 | Rubicon Yachts

                                  1971 Formosa 41
                                  • 1998 Hunter 410

                                    $93,000

                                    Kemah, TX 77565 | Private Seller

                                    1998 Hunter 410

                                    1977 Custom 80 Brigantine

                                    $998,000

                                    Long Beach, CA 90802 | Rick Obey Yacht Sales

                                    1977 Custom 80 Brigantine

                                    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
                                              • 2028 Dynamic Project Garfield

                                                $35,000,000

                                                $260,745/mo*

                                                Savannah, GA 31401 | Capstan Yachts

                                                2028 Dynamic Project Garfield
                                                Dealer Logo
                                                • 1983 Palmer Johnson 110 Cruising Sloop

                                                  $2,250,000

                                                  $16,762/mo*

                                                  Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

                                                  1983 Palmer Johnson 110 Cruising Sloop
                                                  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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