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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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    For Sale By
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    3,640 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2026 Lagoon EIGHTY 2

      Request a Price

      New Orleans, LA 70112 | The Multihull Company

      2026 Lagoon EIGHTY 2
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Annapolis, MD 21403 | ACY Yachts Annapolis

      2027 Fountaine Pajot Power 80
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Saint Petersburg, FL 33301 | ACY Yachts St. Petersburg

      2027 Fountaine Pajot Power 80
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      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard

        2017 Bali 4.0

        $368,000

        $2,716/mo*

        Stuart, FL 34996 | McNally Yacht Sales

        2017 Bali 4.0
        • 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
          • 2002 Catalina 36 MkII

            $89,900

            Ludington, MI | Sail Place Inc

            2002 Catalina 36 MkII

            2013 Gemini Legacy

            $145,000

            ↓ Price Drop

            $1,070/mo*

            West Palm Beach, FL 33403 | McNally Yacht Sales

            2013 Gemini Legacy

            1985 Custom 60

            $190,000

            West Palm Beach, FL 33407 | McNally Yacht Sales

            1985 Custom 60
            • 1998 Beneteau Oceanis 50

              $149,000

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

              1998 Beneteau Oceanis 50
              • 2006 Lagoon 410 S2

                $215,000

                $1,587/mo*

                Vero Beach, FL 32960 | The Multihull Company

                2006 Lagoon 410 S2
                • 2023 Rapido 60

                  $2,200,000

                  $16,235/mo*

                  Commerce, GA 30529 | Private Seller

                  2023 Rapido 60
                  • 2003 Hunter 356

                    $78,500

                    Brunswick, GA 31520 | Dunbar Yachts

                    2003 Hunter 356
                    • 1997 Beneteau Oceanis 321

                      $38,900

                      Chesapeake Landing, MD 21620 | Upper Chesapeake Yacht Sales

                      1997 Beneteau Oceanis 321

                      1956 Vic Franck Custom Seaborn

                      $20,000

                      ↓ Price Drop

                      Seattle, WA 98109 | Private Seller

                      1956 Vic Franck Custom Seaborn
                      • 1996 Hinckley Sou'wester 42 MKII

                        $289,000

                        Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                        1996 Hinckley Sou'wester 42 MKII
                        • 1987 Hunter Legend 35

                          $19,500

                          Melbourne, FL 32901 | Private Seller

                          1987 Hunter Legend 35

                          2006 Hunter 38

                          $47,000

                          ↓ Price Drop

                          $406/mo*

                          Highland Beach, FL 33487 | McNally Yacht Sales

                          2006 Hunter 38
                          • 1980 Kaiser Gale Force 34

                            $59,900

                            Dartmouth, MA 02748 | Mattapoisett Yacht Sales

                            1980 Kaiser Gale Force 34
                            • 1972 Bristol 40

                              $39,500

                              Belmont, ME 04952 | Sailboats Northeast

                              1972 Bristol 40
                              • 1964 Concordia 39

                                $120,000

                                South Dartmouth, MA 02748 | Concordia Yacht Sales

                                1964 Concordia 39
                                • 2019 Bali 4.3

                                  $495,000

                                  $3,653/mo*

                                  Jersey City, NJ 07302 | Yacht Hampton Yacht Sales

                                  2019 Bali 4.3

                                  2015 Corsair Dash 750MKII

                                  $56,900

                                  ↓ Price Drop

                                  $420/mo*

                                  Navarre, FL 32566 | Windcraft Multihulls

                                  2015 Corsair Dash 750MKII
                                  • 2000 Crowther Catamaran

                                    $80,900

                                    Dighton, MA 02715 | The Multihull Source

                                    2000 Crowther Catamaran
                                    • 2003 Leopard 47

                                      $210,000

                                      Fajardo, PR 00773 | The Multihull Company

                                      2003 Leopard 47
                                      • 2001 Dragonfly 1200

                                        $220,000

                                        Culebra, PR | The Multihull Source

                                        2001 Dragonfly 1200

                                        1999 Island Packet 45

                                        $170,900

                                        ↓ Price Drop

                                        Port Charlotte, FL 33981 | CJ Yacht Sales

                                        1999 Island Packet 45
                                        • 1996 Custom John Alden Malabar II

                                          $150,000

                                          Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                                          1996 Custom John Alden Malabar II

                                          1982 Watkins 27 Pirate Ship!

                                          $4,999

                                          Washington, NC 27889 | McCotters Marina

                                          1982 Watkins 27 Pirate Ship!

                                          1983 Bluewater Vagabond 47

                                          $42,000

                                          ↓ Price Drop

                                          San Diego, CA 92106 | Yachtfinders Windseakers

                                          1983 Bluewater Vagabond 47
                                          • 2005 Lagoon 440

                                            $230,000

                                            Charleston, SC 29401 | The Multihull Company

                                            2005 Lagoon 440
                                            • 1971 Formosa 41

                                              $79,000

                                              Emeryville, CA 94608 | Rubicon Yachts

                                              1971 Formosa 41

                                              1976 Allied Seawind II

                                              $15,000

                                              ↓ Price Drop

                                              Tarpon Springs, FL 33617 | Private Seller

                                              1976 Allied Seawind II
                                              • 2001 Vitters Aft Cockpit

                                                $11,500,000

                                                $84,863/mo*

                                                West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

                                                2001 Vitters Aft Cockpit
                                                Dealer Logo
                                                • 1999 Custom International Americas Cup Class USCG Certified 20 pax

                                                  $285,000

                                                  $2,103/mo*

                                                  Rio Vista, CA 94571 | Rubicon Yachts

                                                  1999 Custom International Americas Cup Class USCG Certified 20 pax
                                                  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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