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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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375 more Makes...
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    3,393 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2005 Caliber 40 LRC SE

      $189,000

      Stuart, FL 34994 | Ward Yacht Sales

      2005 Caliber 40 LRC SE
      • 1987 Island Packet 38

        $33,500

        Indiantown, FL 34956 | Adventure Yacht Sales

        1987 Island Packet 38
        • 1972 Custom 53 Catamaran

          $139,900

          Salinas, PR 00751 | Sunshine Cruising Yachts

          1972 Custom 53 Catamaran

          1989 Custom Schooner Liveaboard

          $95,000

          ↓ Price Drop

          Shady Side, MD 20778 | YachtSalesInternational.Com

          1989 Custom Schooner Liveaboard
          • 1976 Tartan 38

            $5,000

            Charlestown, MA 02129 | Lawson Yachts LLC

            1976 Tartan 38
            • 2006 Catalina 42 MkII

              $189,000

              $1,408/mo*

              San Diego, CA 92106 | Private Seller

              2006 Catalina 42 MkII
              • 1994 Sweden Yachts 70

                $1,200,000

                Charlotte Amalia, VI 00801 | Gunnar's Yacht & Ship

                1994 Sweden Yachts 70

                2019 Lagoon 450 F

                $599,000

                ↓ Price Drop

                $4,462/mo*

                Pompano Beach, FL 33062 | MarineMax Yacht Center

                2019 Lagoon 450 F
                • 2005 Hunter 36

                  $64,999

                  Jacksonville, FL 32250 | Private Seller

                  2005 Hunter 36
                  • 1997 Bristol Channel Cutter 28

                    $69,900

                    Santa Cruz, CA 95060 | Yachtfinders Windseakers

                    1997 Bristol Channel Cutter 28
                    • 1971 Formosa 41

                      $79,000

                      Emeryville, CA 94608 | Rubicon Yachts

                      1971 Formosa 41

                      2013 Gemini Legacy

                      $145,000

                      ↓ Price Drop

                      $1,080/mo*

                      West Palm Beach, FL 33403 | McNally Yacht Sales

                      2013 Gemini Legacy

                      2026 Sun Tracker Fishin' Barge 20 DLX

                      $42,090

                      $366/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2026 Sun Tracker Fishin' Barge 20 DLX

                      2025 Regency 230 LE3

                      $79,049

                      $589/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2025 Regency 230 LE3

                      2026 Sun Tracker Party Barge 20 DLX

                      $39,525

                      $344/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2026 Sun Tracker Party Barge 20 DLX

                      1985 Custom 60

                      $190,000

                      ↓ Price Drop

                      West Palm Beach, FL 33407 | McNally Yacht Sales

                      1985 Custom 60
                      • 1981 Passport 42

                        $77,900

                        Marathon, FL 33050 | Private Seller

                        1981 Passport 42
                        • 1996 Hallberg-Rassy 39

                          $169,900

                          Stuart, FL 34994 | Private Seller

                          1996 Hallberg-Rassy 39
                          • 1987 Hunter Legend 35

                            $19,500

                            Melbourne, FL 32901 | Private Seller

                            1987 Hunter Legend 35
                            • 1990 Island Packet 35

                              $65,000

                              Highland Beach, FL 33487 | Edwards Yacht Sales

                              1990 Island Packet 35

                              1983 Bluewater Vagabond 47

                              $42,000

                              ↓ Price Drop

                              San Diego, CA 92106 | Yachtfinders Windseakers

                              1983 Bluewater Vagabond 47

                              2005 Corsair F-31 1D

                              $94,900

                              Stuart, FL 34997 | The Finish Line

                              2005 Corsair F-31 1D
                              • 2003 Leopard 47

                                $210,000

                                Fajardo, PR 00773 | The Multihull Company

                                2003 Leopard 47
                                • 2016 Leopard 48

                                  $440,000

                                  $3,278/mo*

                                  Fort Lauderdale, FL 33301 | Yachts International

                                  2016 Leopard 48
                                  • 1981 Islander Freeport Ketch

                                    $68,500

                                    Lewisville, TX 75056 | Grandpappy Point Marina

                                    1981 Islander Freeport Ketch
                                    • 1994 Beneteau Oceanis 400

                                      $45,000

                                      Miami, FL 33133 | Private Seller

                                      1994 Beneteau Oceanis 400

                                      1982 Watkins 27 Pirate Ship!

                                      $4,999

                                      Washington, NC 27889 | McCotters Marina

                                      1982 Watkins 27 Pirate Ship!
                                      • 2023 Rapido 60

                                        $2,200,000

                                        $16,390/mo*

                                        Commerce, GA 30529 | Private Seller

                                        2023 Rapido 60

                                        2023 Island Packet 439

                                        $749,000

                                        $5,580/mo*

                                        Stuart, FL 34994 | Adventure Yacht Sales

                                        2023 Island Packet 439
                                        • 2006 Lagoon 410-S2

                                          $215,000

                                          $1,602/mo*

                                          Vero Beach, FL 32960 | The Multihull Company

                                          2006 Lagoon 410-S2

                                          1986 Covey Island 38

                                          $49,500

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

                                          1986 Covey Island 38

                                          2016 Dufour 382 Grand Large

                                          $139,000

                                          $1,036/mo*

                                          Annapolis, MD 21403 | ACY Yachts

                                          2016 Dufour 382 Grand Large
                                          • 2000 Crowther Catamaran

                                            $80,900

                                            Dighton, MA 02715 | The Multihull Source

                                            2000 Crowther Catamaran

                                            1986 Hunter Legend 45

                                            $41,500

                                            ↓ Price Drop

                                            Wilmington, CA 90744 | Seattle Yachts - Los Angeles

                                            1986 Hunter Legend 45
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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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