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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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    3,658 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 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

          2008 Catalina 309

          $59,995

          $443/mo*

          Kemah, TX 77565 | Jarman Yacht Sales, LLC

          2008 Catalina 309
          • 2002 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28

            2019 Lagoon 42

            $379,000

            $2,797/mo*

            Fort Lauderdale, FL 33301 | The Multihull Company

            2019 Lagoon 42

            2005 Corsair F-31 1D

            $94,900

            Stuart, FL 34997 | The Finish Line

            2005 Corsair F-31 1D
            • 2006 Catalina 42 MkII

              $189,000

              $1,395/mo*

              San Diego, CA 92106 | Private Seller

              2006 Catalina 42 MkII
              • 2009 Jeanneau Sun Odyssey 44i

                $175,000

                $1,291/mo*

                Superior, WI 54880 | Barker's Island Marina

                2009 Jeanneau Sun Odyssey 44i

                1987 Pearson 36-2

                $22,000

                ↓ Price Drop

                Port Charlotte, FL 33952 | United Yacht Sales

                1987 Pearson 36-2
                • 1990 Cheoy Lee Sloop

                  $459,000

                  North Miami Beach, FL 33162 | Atlantic Yacht & Ship, Inc.

                  1990 Cheoy Lee Sloop
                  • 1980 Tayana 37

                    $39,900

                    Deltaville, VA 23043 | YaZu Yachting

                    1980 Tayana 37

                    1990 Custom 46

                    $49,500

                    Seattle, WA 98117 | Seattle Yachts

                    1990 Custom 46

                    2025 Yamaha WaveRunner JetBlaster PRO 2-Up

                    $10,599

                    Columbus, OH 43224 | Sizzle Marine

                    2025 Yamaha WaveRunner JetBlaster PRO 2-Up

                    2026 Yamaha Boats 222S

                    $77,999

                    $576/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Yamaha Boats 222S

                    2026 Sun Tracker Fishin' Barge 20 DLX

                    $44,475

                    $384/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Sun Tracker Fishin' Barge 20 DLX

                    2013 Gemini Legacy

                    $145,000

                    ↓ Price Drop

                    $1,070/mo*

                    West Palm Beach, FL 33403 | McNally Yacht Sales

                    2013 Gemini Legacy
                    • 2000 Crowther Catamaran

                      $80,900

                      Dighton, MA 02715 | The Multihull Source

                      2000 Crowther Catamaran
                      • 2015 Beneteau Oceanis 35

                        $149,000

                        $1,100/mo*

                        Marina Bay, CA 94804 | Rubicon Yachts

                        2015 Beneteau Oceanis 35
                        • 1998 Beneteau Oceanis 50

                          $149,000

                          Lantana, FL 33462 | United Yacht Sales

                          1998 Beneteau Oceanis 50
                          • 1998 Beneteau Oceanis 321

                            $45,500

                            Niceville, FL 32578 | Marine Group - Emerald Coast

                            1998 Beneteau Oceanis 321

                            2021 Fountaine Pajot Elba 45 Catamaran

                            $699,000

                            ↓ Price Drop

                            $5,158/mo*

                            St Thomas, VI 00802 | ACY Yachts

                            2021 Fountaine Pajot Elba 45 Catamaran

                            1999 Hunter 380

                            $69,500

                            ↓ Price Drop

                            Bayfield, WI 54817 | Hooper's Yachts

                            1999 Hunter 380
                            • 1987 Hunter Legend 35

                              $19,500

                              Melbourne, FL 32901 | Private Seller

                              1987 Hunter Legend 35

                              1983 Sabre 38

                              $38,000

                              Green Cove Springs, FL 32043 | McNally Yacht Sales

                              1983 Sabre 38
                              • 2003 Leopard 47

                                $210,000

                                Fajardo, PR 00773 | The Multihull Company

                                2003 Leopard 47

                                1992 Dragonfly 800 Swing Wing

                                $39,000

                                ↓ Price Drop

                                Port Orange, FL 32129 | Windcraft Multihulls

                                1992 Dragonfly 800 Swing Wing
                                • 2020 Beneteau Oceanis 30.1

                                  $170,000

                                  $1,254/mo*

                                  Hilton Head Island, SC 29926 | North Point Yacht Sales

                                  2020 Beneteau Oceanis 30.1
                                  • 1998 Catalina 36 MkII

                                    $68,500

                                    Hull, MA 02045 | Eastern Yacht Sales, Inc.

                                    1998 Catalina 36 MkII

                                    1978 Islander Sloop 36

                                    $15,000

                                    San Rafael, CA 94901 | Rubicon Yachts- San Rafael

                                    1978 Islander Sloop 36
                                    • 1995 Island Packet 40

                                      $179,900

                                      Hilton Head Island, SC 29928 | Adventure Yacht Sales

                                      1995 Island Packet 40
                                      • 2006 Gemini Gemini 105 MC

                                        $79,900

                                        $590/mo*

                                        Moore Haven, FL 33471 | Private Seller

                                        2006 Gemini Gemini 105 MC

                                        1996 Blue Water 60 Ketch

                                        $99,000

                                        Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

                                        1996 Blue Water 60 Ketch

                                        2014 Seaton Custom Ketch

                                        $175,000

                                        ↓ Price Drop

                                        $1,291/mo*

                                        Miami, FL 33133 | Grove Yacht Sales

                                        2014 Seaton Custom Ketch
                                        • 1973 Nautor Swan 44

                                          $99,900

                                          Hingham, MA | K. McCann Yacht Sales

                                          1973 Nautor Swan 44
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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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