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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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    3,708 boats
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      • 1996 Amel Super Maramu 53

        $299,000

        Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

        1996 Amel Super Maramu 53

        2023 Lagoon 50

        $880,000

        $6,494/mo*

        Hayes, VA 23072 | Severn Yachting Center

        2023 Lagoon 50
        • 2026 Seawind 1270

          $782,499

          $5,774/mo*

          St Petersburg, FL 33701 | Windcraft Multihulls

          2026 Seawind 1270
          • 1989 Custom Schooner Liveaboard

            $95,000

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

            1989 Custom Schooner Liveaboard

            2003 Catalina 34 MkII

            $67,000

            San Diego, CA 92101 | Coronado Yacht Sales

            2003 Catalina 34 MkII
            • 2002 Alerion Express 28

              $64,900

              Orleans, MA 02647 | K. McCann Yacht Sales

              2002 Alerion Express 28
              • 1990 Contessa 32

                $59,000

                San Francisco, CA 94107 | Rubicon Yachts

                1990 Contessa 32

                2019 Lagoon 42

                $379,000

                $2,797/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2019 Lagoon 42

                1976 Tayana 37

                $29,000

                Washington, NC 27889 | McCotters Marina

                1976 Tayana 37
                • 1994 Beneteau Oceanis 400

                  $45,000

                  Miami, FL 33133 | Private Seller

                  1994 Beneteau Oceanis 400

                  2025 Tahoe T16

                  $27,995

                  $242/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2025 Tahoe T16

                  2024 Godfrey Sweetwater 2286 SFL

                  $57,995

                  $428/mo*

                  Columbus, OH 43224 | Sizzle Marine

                  2024 Godfrey Sweetwater 2286 SFL

                  2026 Crestliner 1760 Retriever Jon

                  $33,192

                  $287/mo*

                  Fredericktown, OH 43019 | Knox Marine - Ltd

                  2026 Crestliner 1760 Retriever Jon

                  1991 Beneteau Oceanis 50

                  $99,500

                  ↓ Price Drop

                  Key Largo, FL 33037 | United Yacht Sales

                  1991 Beneteau Oceanis 50
                  • 2006 Lagoon 410 S2

                    $215,000

                    $1,587/mo*

                    Vero Beach, FL 32960 | The Multihull Company

                    2006 Lagoon 410 S2
                    • 1995 Pacific Seacraft 37

                      $125,000

                      Annapolis, MD 21403 | Seattle Yachts - Annapolis

                      1995 Pacific Seacraft 37

                      1987 Oyster 46.5

                      $145,000

                      Racine, WI 53402 | Racine Riverside Marine, Inc.

                      1987 Oyster 46.5
                      • 1979 Schucker 436 Motorsailor

                        $55,000

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

                        1979 Schucker 436 Motorsailor

                        2015 Hylas 70

                        $949,000

                        ↓ Price Drop

                        $7,003/mo*

                        Charleston, SC 29401 | Denison Yachting

                        2015 Hylas 70
                        • 1990 Nautor Swan Swan 61

                          $279,000

                          Jamestown, RI 02835 | Yeoman Yachts, LLC

                          1990 Nautor Swan Swan 61
                          • 1982 Ta Shing Mason 63

                            $198,500

                            San Diego, CA 92106 | Yachtfinders Windseakers

                            1982 Ta Shing Mason 63

                            1987 Hans Christian 41 molokai

                            $65,000

                            Seattle, WA 98103 | Seacraft Yacht Sales, Inc

                            1987 Hans Christian 41 molokai

                            2003 Jeanneau Sun Odyssey 45.2

                            $175,000

                            ↓ Price Drop

                            San Diego, CA 92101 | ACY Yachts

                            2003 Jeanneau Sun Odyssey 45.2
                            • 1976 Tartan 38

                              $5,000

                              Charlestown, MA 02129 | Lawson Yachts LLC

                              1976 Tartan 38

                              2022 Jeanneau Sun Odyssey 349

                              $184,500

                              ↓ Price Drop

                              $1,361/mo*

                              San Diego, CA 92101 | Coronado Yacht Sales

                              2022 Jeanneau Sun Odyssey 349
                              • 2000 Crowther Catamaran

                                $80,900

                                Dighton, MA 02715 | The Multihull Source

                                2000 Crowther Catamaran

                                1975 Cape George 36

                                $89,500

                                San Pedro, CA 90731 | Seattle Yachts - Los Angeles

                                1975 Cape George 36

                                1973 Fisher 37

                                $85,000

                                Bellingham, WA 98225 | Seacraft Yacht Sales, Inc

                                1973 Fisher 37
                                • 1961 Rhodes Swiftsure

                                  $14,500

                                  Westport Point, MA 02791 | Tripp Marine Group

                                  1961 Rhodes Swiftsure

                                  2001 Jeanneau Sun Odyssey 43 DS

                                  $129,900

                                  Hampton, VA 23669 | Bay Harbor Brokerage, Inc.

                                  2001 Jeanneau Sun Odyssey 43 DS
                                  • 2006 Lagoon 440

                                    $299,500

                                    $2,210/mo*

                                    Hayes, VA 23072 | Severn Yachting Center

                                    2006 Lagoon 440
                                    • 1983 O'Day 39

                                      $29,000

                                      Dennis, MA 02641 | Sailboats Northeast

                                      1983 O'Day 39
                                      • 1994 Passport Royal Passport 44

                                        $199,000

                                        Bellingham, WA 98225 | San Juan Sailing & San Juan Yachting

                                        1994 Passport Royal Passport 44
                                        • 2010 Gemini 105Mc

                                          $99,500

                                          $734/mo*

                                          Westport Point, MA 02791 | Tripp Marine Group

                                          2010 Gemini 105Mc
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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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