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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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    3,695 boats
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      2023 Lagoon 50

      $880,000

      $6,494/mo*

      Hayes, VA 23072 | Severn Yachting Center

      2023 Lagoon 50

      2003 Jeanneau Sun Odyssey 45.2

      $175,000

      ↓ Price Drop

      San Diego, CA 92101 | ACY Yachts

      2003 Jeanneau Sun Odyssey 45.2
      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard
        • 1990 Contessa 32

          $59,000

          San Francisco, CA 94107 | Rubicon Yachts

          1990 Contessa 32
          • 2002 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28
            • 1989 Catalina 36

              $30,000

              Rock Hall, MD 21661 | Salt Yacht Brokerage Company

              1989 Catalina 36
              • 1985 Amel Maramu

                $145,000

                Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                1985 Amel Maramu

                1997 Beneteau Oceanis 40 CC

                $105,000

                Beaufort, NC 28516 | Beaufort Yacht Sales

                1997 Beneteau Oceanis 40 CC

                1976 Tayana 37

                $29,000

                Washington, NC 27889 | McCotters Marina

                1976 Tayana 37

                2019 Lagoon 42

                $379,000

                $2,797/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42

                2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                $11,199

                Columbus, OH 43224 | Sizzle Marine

                2025 Yamaha WaveRunner JetBlaster PRO 3-Up

                2022 Sun Tracker Bass Buggy 18 DLX

                $26,995

                $233/mo*

                Columbus, OH 43224 | Sizzle Marine

                2022 Sun Tracker Bass Buggy 18 DLX

                2026 Tracker Bass Tracker Classic CC

                $20,295

                Columbus, OH 43224 | Sizzle Marine

                2026 Tracker Bass Tracker Classic CC
                • 2002 Hunter 380

                  $59,000

                  Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                  2002 Hunter 380
                  • 1994 Beneteau Oceanis 400

                    $45,000

                    Miami, FL 33133 | Private Seller

                    1994 Beneteau Oceanis 400
                    • 1979 Cape Dory 36

                      $69,900

                      Edgartown, MA 02539 | Eastern Yacht Sales, Inc.

                      1979 Cape Dory 36
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran
                        • 2021 CNB 66

                          $1,950,000

                          $14,390/mo*

                          Annapolis, MD 21403 | Seattle Yachts - Annapolis

                          2021 CNB 66
                          • 1999 Catalina 320

                            $59,000

                            Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                            1999 Catalina 320
                            • 1979 Schucker 436 Motorsailor

                              $55,000

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

                              1979 Schucker 436 Motorsailor
                              • 1987 Island Packet 31

                                $24,500

                                Boston, MA 02125 | Eastern Yacht Sales, Inc.

                                1987 Island Packet 31

                                1975 Cape George 36

                                $89,500

                                San Pedro, CA 90731 | Seattle Yachts - Los Angeles

                                1975 Cape George 36

                                1991 Beneteau Oceanis 50

                                $99,500

                                ↓ Price Drop

                                Key Largo, FL 33037 | United Yacht Sales

                                1991 Beneteau Oceanis 50
                                • 1989 J Boats J/44

                                  $99,000

                                  Harborside, ME 04642 | Metinic Yacht Brokers

                                  1989 J Boats J/44
                                  • 1988 Cabo Rico 38XL

                                    $88,000

                                    Rockport, ME 04856 | Private Seller

                                    1988 Cabo Rico 38XL

                                    1995 Island Packet 37

                                    $79,000

                                    ↓ Price Drop

                                    Saint Petersburg, FL 33701 | Adventure Yacht Sales

                                    1995 Island Packet 37
                                    • 2007 Nautor Swan ClubSwan 42

                                      $250,000

                                      $1,845/mo*

                                      Salem, MA 01970 | Yeoman Yachts, LLC

                                      2007 Nautor Swan ClubSwan 42
                                      • 1998 Beneteau Oceanis 50

                                        $149,000

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

                                        1998 Beneteau Oceanis 50
                                        • 2003 Leopard 47

                                          $210,000

                                          Fajardo, PR 00773 | The Multihull Company

                                          2003 Leopard 47
                                          • 1971 Formosa 41

                                            $79,000

                                            Emeryville, CA 94608 | Rubicon Yachts

                                            1971 Formosa 41

                                            2026 Fountaine Pajot Aura 51

                                            $1,605,479

                                            $11,847/mo*

                                            Kemah, TX 77565 | ACY Yachts

                                            2026 Fountaine Pajot Aura 51
                                            • 1988 Hylas Custom 44

                                              $159,500

                                              San Diego, CA 92106 | Yachtfinders Windseakers

                                              1988 Hylas Custom 44
                                              • 2008 Beneteau Oceanis 49

                                                $275,000

                                                $2,029/mo*

                                                Fort Pierce, FL 34945 | Yachts International

                                                2008 Beneteau Oceanis 49
                                                • 2011 Sunreef 62

                                                  $1,195,000

                                                  $8,818/mo*

                                                  Fort Lauderdale, FL 33304 | Ritzy Charters LLC

                                                  2011 Sunreef 62
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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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