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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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    3,239 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 2006 Lagoon 410-S2

        $215,000

        $1,602/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410-S2
        • 1989 Valiant 40 Cutter

          $119,900

          Green Cove Springs, FL 32043 | Edwards Yacht Sales

          1989 Valiant 40 Cutter
          • 1994 Beneteau Oceanis 400

            $45,000

            Miami, FL 33133 | Private Seller

            1994 Beneteau Oceanis 400

            1989 Custom Schooner Liveaboard

            $95,000

            ↓ Price Drop

            Shady Side, MD 20778 | YachtSalesInternational.Com

            1989 Custom Schooner Liveaboard

            2024 Beneteau Oceanis 51.1

            $815,000

            $6,072/mo*

            Fort Lauderdale, FL 33316 | Nautical Ventures

            2024 Beneteau Oceanis 51.1
            • 2003 Leopard 47

              $210,000

              Fajardo, PR 00773 | The Multihull Company

              2003 Leopard 47
              • 1988 J Boats J/24

                $9,500

                Las Vegas, NV 89118 | Private Seller

                1988 J Boats J/24
                • 1984 Tayana 37

                  $49,900

                  Palm Coast, FL 32164 | United Yacht Sales

                  1984 Tayana 37
                  • 1992 Hunter Passage 42

                    $88,000

                    West Palm Beach, FL 33401 | Private Seller

                    1992 Hunter Passage 42
                    • 2023 Rapido 60

                      $2,200,000

                      $16,390/mo*

                      Commerce, GA 30529 | Private Seller

                      2023 Rapido 60
                      • 2000 Crowther Catamaran

                        $80,900

                        Dighton, MA 02715 | The Multihull Source

                        2000 Crowther Catamaran

                        2003 Oyster 53

                        $440,000

                        Portsmouth, RI 01945 | Northrop and Johnson

                        2003 Oyster 53

                        2026 Yamaha WaveRunner FX SVHO

                        $20,899

                        Columbus, OH 43224 | Sizzle Marine

                        2026 Yamaha WaveRunner FX SVHO

                        2025 Sun Tracker SportFish 22 DLX

                        $47,735

                        $416/mo*

                        Columbus, OH 43224 | Sizzle Marine

                        2025 Sun Tracker SportFish 22 DLX

                        2026 Vexus AVX181

                        $34,995

                        $305/mo*

                        Fredericktown, OH 43019 | Knox Marine - Ltd

                        2026 Vexus AVX181

                        2014 Lagoon 450 F

                        $449,000

                        $3,345/mo*

                        Fort Lauderdale, FL 33301 | The Multihull Company

                        2014 Lagoon 450 F
                        • 1979 Schucker 436 Motorsailor

                          $55,000

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

                          1979 Schucker 436 Motorsailor

                          2014 Gemini Legacy 35

                          $159,900

                          $1,191/mo*

                          San Diego, CA 92106 | Intrepid Yachts

                          2014 Gemini Legacy 35

                          1986 Covey Island 38

                          $49,500

                          Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

                          1986 Covey Island 38
                          • 2010 Gemini 105Mc

                            $99,500

                            $741/mo*

                            Westport Point, MA 02791 | Tripp Marine Group

                            2010 Gemini 105Mc

                            2019 Lagoon 42

                            $379,000

                            $2,823/mo*

                            Fort Lauderdale, FL 33301 | The Multihull Company

                            2019 Lagoon 42
                            • 2005 Lagoon 440

                              $230,000

                              Charleston, SC 29401 | The Multihull Company

                              2005 Lagoon 440
                              • 1983 Sabre 38

                                $47,500

                                Newport, RI 02840 | Northstar Yacht Sales, LLC

                                1983 Sabre 38
                                • 1998 Shuttleworth Ocean Cheetah 37

                                  $95,000

                                  Deltaville, VA 23043 | YaZu Yachting

                                  1998 Shuttleworth Ocean Cheetah 37
                                  • 1993 Russell Yachts Crowther

                                    $159,000

                                    Pensacola, FL 32507 | United Yacht Sales

                                    1993 Russell Yachts Crowther
                                    • 1998 Beneteau Oceanis 50

                                      $149,000

                                      Lantana, FL 33462 | United Yacht Sales

                                      1998 Beneteau Oceanis 50

                                      1975 Allied Mistress

                                      $30,000

                                      ↓ Price Drop

                                      St. Thomas, USVI, HI 96768 | Private Seller

                                      1975 Allied Mistress

                                      1985 Tayana Tayana 37 Ct

                                      $84,500

                                      Hernando Beach, FL 34607 | Portside Yacht Sales

                                      1985 Tayana Tayana 37 Ct

                                      1979 Formosa 51

                                      $119,000

                                      Marina del Rey, CA 90292 | ACY Yachts

                                      1979 Formosa 51

                                      1984 O'Day 222

                                      $4,000

                                      Washington, NC 27889 | McCotters Marina

                                      1984 O'Day 222
                                      • 2004 Herreshoff H-12 1/2 Gaff Rig

                                        $27,999

                                        Osterville, MA 02655 | Crosby Yacht Yard, Inc.

                                        2004 Herreshoff H-12 1/2 Gaff Rig

                                        1987 Newport 30-3

                                        $6,000

                                        Long Beach, CA 90802 | Vaught's Yacht Sales

                                        1987 Newport 30-3
                                        • 2003 Jeanneau Sun Odyssey 45.2

                                          $184,900

                                          San Diego, CA 92101 | ACY Yachts

                                          2003 Jeanneau Sun Odyssey 45.2
                                          • 1987 Hunter Legend 35

                                            $19,500

                                            Melbourne, FL 32901 | Private Seller

                                            1987 Hunter Legend 35
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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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