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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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291 more Makes...
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    For Sale By
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    2,202 boats
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      2027 Fountaine Pajot Power 80

      Request a Price

      Saint Petersburg, FL 33301 | ACY Yachts St. Petersburg

      2027 Fountaine Pajot Power 80
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      St Thomas, VI | ACY Yachts St. Thomas

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2004 Ta Chiao Custom Pilothouse Cutter

      Request a Price

      Newport, RI 02840 | Northrop & Johnson Yachts-Ships LLC

      2004 Ta Chiao Custom Pilothouse Cutter
      Dealer Logo

      2007 Hunter 41 DS

      $137,900

      ↓ Price Drop

      $1,027/mo*

      Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

      2007 Hunter 41 DS
      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300
        • 1987 Hunter Legend 35

          $19,500

          Melbourne, FL 32901 | Private Seller

          1987 Hunter Legend 35
          • 2006 Jeanneau Sun Odyssey 49 DS

            $145,000

            $1,080/mo*

            Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

            2006 Jeanneau Sun Odyssey 49 DS
            • 1986 Catalina 22

              $7,500

              Riverton, CT 06065 | Private Seller

              1986 Catalina 22
              • 1983 Nauticat Nauticat 43

                $189,000

                Seattle, WA 98199 | Marine Servicenter

                1983 Nauticat Nauticat 43
                • 2025 Beneteau First 27 SE

                  Request a Price

                  Fort Lauderdale, FL 33316 | Nautical Ventures

                  2025 Beneteau First 27 SE
                  • 1999 Technologie Marine Entincelle 60

                    $649,000

                    Mathews, VA 23109 | The Multihull Company

                    1999 Technologie Marine Entincelle 60

                    1993 Hunter 26

                    $8,000

                    ↓ Price Drop

                    Miami, FL 33138 | Private Seller

                    1993 Hunter 26

                    1988 Island Packet 38

                    $99,000

                    St Marys, GA 31558 | Engel Volkers Yachting Americas

                    1988 Island Packet 38

                    1989 Custom Schooner Liveaboard

                    $165,900

                    ↓ Price Drop

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

                    1989 Custom Schooner Liveaboard
                    • 1991 Catalina 30 MkII

                      $19,500

                      Savannah, GA 31419 | Private Seller

                      1991 Catalina 30 MkII
                      • 1992 Hans Christian 33 Traditional

                        $125,900

                        Northport, ME 04849 | Private Seller

                        1992 Hans Christian 33 Traditional
                        • 2005 Lagoon 440

                          $230,000

                          $1,713/mo*

                          Saco, ME 04072 | The Multihull Company

                          2005 Lagoon 440

                          2005 Leopard 40

                          $170,000

                          ↓ Price Drop

                          $1,266/mo*

                          Saint Simons Island, GA | Dunbar Yachts

                          2005 Leopard 40

                          1979 Schucker 436 Motorsailor

                          $55,000

                          ↓ Price Drop

                          Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                          1979 Schucker 436 Motorsailor
                          • 1984 Tayana Tayana 37

                            $58,000

                            Traverse City, MI 49684 | Private Seller

                            1984 Tayana Tayana 37
                            • 1991 Hunter Legend 375

                              $49,500

                              Chicago, IL 60601 | Private Seller

                              1991 Hunter Legend 375
                              • 1978 Cheoy Lee Offshore 32

                                $24,750

                                Seattle, WA 98109 | Marine Servicenter

                                1978 Cheoy Lee Offshore 32
                                • 1980 Amel Mango 52

                                  $184,000

                                  Mt Pleasant, SC 29464 | United Yacht Sales

                                  1980 Amel Mango 52
                                  • 1983 Baba 30

                                    $25,000

                                    Waukegan, IL 60085 | Private Seller

                                    1983 Baba 30

                                    2009 Brooklin Boat Yard 2009

                                    $2,850,000

                                    $21,232/mo*

                                    Newport, RI 02840 | Northrop and Johnson

                                    2009 Brooklin Boat Yard 2009

                                    1984 Tayana 37

                                    $54,900

                                    Palm Coast, FL 32164 | United Yacht Sales

                                    1984 Tayana 37

                                    1981 C&C Landfall 35

                                    $29,900

                                    Palmetto, FL 34221 | United Yacht Sales

                                    1981 C&C Landfall 35

                                    1977 Custom 80 Brigantine

                                    $998,000

                                    ↓ Price Drop

                                    Long Beach, CA 90802 | Rick Obey Yacht Sales

                                    1977 Custom 80 Brigantine
                                    • 2008 Hanse 470e

                                      $190,000

                                      $1,415/mo*

                                      Glen Cove, NY 11542 | McMichael Yacht Brokers LTD.

                                      2008 Hanse 470e
                                      • 1989 Valiant 40 Cutter

                                        $119,900

                                        Green Cove Springs, FL 32043 | Edwards Yacht Sales

                                        1989 Valiant 40 Cutter
                                        • 1987 O'Day 322

                                          $19,000

                                          Fernandina Beach, FL 32034 | Dunbar Yachts

                                          1987 O'Day 322

                                          1987 Bristol 41.1 Aft Cockpit

                                          $85,000

                                          St Augustine, FL 32084 | Edwards Yacht Sales

                                          1987 Bristol 41.1 Aft Cockpit

                                          2014 Gemini Legacy 35

                                          $179,900

                                          $1,340/mo*

                                          Carlyle, IL 62231 | Ozark Yachts & Motorsports

                                          2014 Gemini Legacy 35

                                          1955 Classic Custom Full Keel Ketch

                                          $45,000

                                          Galesville, MD 20765 | North Point Yacht Sales

                                          1955 Classic Custom Full Keel Ketch
                                          • 2011 Alia Yachts Warwick 82 LK

                                            $1,995,000

                                            $14,862/mo*

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

                                            2011 Alia Yachts Warwick 82 LK
                                            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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