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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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    3,751 boats
    Sort: Recommended
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    • Recently Updated: Newest first
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      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
        • 2005 Lagoon 440

          $230,000

          Charleston, SC 29401 | The Multihull Company

          2005 Lagoon 440

          1985 Nauticat 44

          $149,500

          Anacortes, WA 98221 | Seattle Yachts - Anacortes

          1985 Nauticat 44

          2019 Lagoon 42

          $379,000

          $2,797/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42
          • 1989 Custom Schooner Liveaboard

            $95,000

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

            1989 Custom Schooner Liveaboard
            • 1994 Beneteau Oceanis 400

              $45,000

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400
              • 1997 Hunter Passage 42

                $64,900

                Fort Lauderdale, FL 33301 | McNally Yacht Sales

                1997 Hunter Passage 42
                • 1994 Custom Sagitta 33

                  $99,900

                  Coral Gables, FL 33156 | Private Seller

                  1994 Custom Sagitta 33
                  • 1987 Hunter Legend 35

                    $19,500

                    Melbourne, FL 32901 | Private Seller

                    1987 Hunter Legend 35

                    2026 Sun Tracker Fishin' Barge 20 DLX

                    $43,810

                    $379/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Sun Tracker Fishin' Barge 20 DLX

                    2025 Tahoe T16

                    $27,995

                    $242/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Tahoe T16

                    2025 Yamaha Boats AR250

                    $68,995

                    ↓ Price Drop

                    $509/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Yamaha Boats AR250
                    • 1994 Catalina 270

                      $22,500

                      Stockton, CA 95219 | Private Seller

                      1994 Catalina 270

                      2016 Dufour 382 Grand Large

                      $139,000

                      $1,026/mo*

                      Annapolis, MD 21403 | ACY Yachts

                      2016 Dufour 382 Grand Large

                      1985 Beneteau First 325

                      $21,500

                      Washington, NC 27889 | McCotters Marina

                      1985 Beneteau First 325

                      2014 Gemini Legacy 35

                      $169,950

                      ↓ Price Drop

                      $1,254/mo*

                      Panama City Beach, FL 32407 | Great Southern Yacht Company

                      2014 Gemini Legacy 35
                      • 2023 Rapido 60

                        $2,200,000

                        $16,235/mo*

                        Commerce, GA 30529 | Private Seller

                        2023 Rapido 60

                        1982 Watkins 27 Pirate Ship!

                        $4,999

                        Washington, NC 27889 | McCotters Marina

                        1982 Watkins 27 Pirate Ship!

                        2024 Beneteau Oceanis 51.1

                        $530,000

                        ↓ Price Drop

                        $3,911/mo*

                        Fort Lauderdale, FL 33316 | Nautical Ventures

                        2024 Beneteau Oceanis 51.1

                        2005 Corsair F-31 1D

                        $94,900

                        Stuart, FL 34997 | The Finish Line

                        2005 Corsair F-31 1D

                        2023 Island Packet 439

                        $749,000

                        $5,527/mo*

                        Stuart, FL 34994 | Adventure Yacht Sales

                        2023 Island Packet 439
                        • 1987 Kelly Peterson 46

                          $69,000

                          Fort Lauderdale, FL 33315 | Private Seller

                          1987 Kelly Peterson 46

                          2026 Fountaine Pajot 44

                          $935,148

                          $6,901/mo*

                          San Diego, CA 92106 | ACY Yachts

                          2026 Fountaine Pajot 44
                          • 1979 Rafiki 35

                            $39,000

                            Charleston, SC 29401 | Private Seller

                            1979 Rafiki 35
                            • 1970 C&C 35 MK1

                              $49,000

                              New York, NY 10464 | Private Seller

                              1970 C&C 35 MK1

                              1990 Custom 46

                              $49,500

                              Seattle, WA 98117 | Seattle Yachts

                              1990 Custom 46
                              • 1988 Catalina 30 MkIII

                                $15,000

                                Fort Walton Beach, FL 32548 | Snug Harbor Boats

                                1988 Catalina 30 MkIII
                                • 2006 Gemini Gemini 105 MC

                                  $79,900

                                  $590/mo*

                                  Moore Haven, FL 33471 | Private Seller

                                  2006 Gemini Gemini 105 MC
                                  • 2005 Gemini 105Mc

                                    $83,500

                                    Saint James, NC 28461 | Private Seller

                                    2005 Gemini 105Mc

                                    1996 Blue Water 60 Ketch

                                    $99,000

                                    Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

                                    1996 Blue Water 60 Ketch
                                    • 2015 Beneteau Oceanis 55

                                      $400,000

                                      $2,952/mo*

                                      Lighthouse Point, FL 33064 | Rick Obey Yacht Sales

                                      2015 Beneteau Oceanis 55
                                      • 2009 MacGregor 26M

                                        $18,900

                                        Camano Island, WA 98282 | Private Seller

                                        2009 MacGregor 26M
                                        • 1998 Beneteau Oceanis 50

                                          $149,000

                                          Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                                          1998 Beneteau Oceanis 50
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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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