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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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314 more Makes...
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    2,393 boats
    Sort: Recommended
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      • 2000 Catalina 42 MkII

        $135,000

        Old Saybrook, CT 06475 | Private Seller

        2000 Catalina 42 MkII
        • 2027 Fountaine Pajot Thira 80

          Request a Price

          Fort Lauderdale, FL 33301 | ACY Yachts

          2027 Fountaine Pajot Thira 80
          • 2000 Beneteau Oceanis 50

            $178,000

            Long Beach, CA 90803 | Denison Yachting

            2000 Beneteau Oceanis 50
            • 1984 Hallberg-Rassy HR Kutter 94

              $42,500

              Milton, DE 19968 | Private Seller

              1984 Hallberg-Rassy HR Kutter 94
              • 2007 Beneteau 423

                $119,000

                $887/mo*

                Vero Beach, FL 32963 | Private Seller

                2007 Beneteau 423
                • 1979 Custom Harris 33 Trimaran

                  $19,500

                  Linwood, MI 48732 | Private Seller

                  1979 Custom Harris 33 Trimaran
                  • 1998 Hunter h340

                    $60,000

                    Long Beach, CA 90803 | Private Seller

                    1998 Hunter h340
                    • 1978 Catalina 27

                      $3,500

                      San Diego, CA 92155 | Private Seller

                      1978 Catalina 27

                      1994 Catalina 30 Tall Rig

                      $21,000

                      ↓ Price Drop

                      Traverse City, MI 49684 | Private Seller

                      1994 Catalina 30 Tall Rig
                      • 1982 Catalina 30

                        $12,850

                        Rogers City, MI 49779 | Private Seller

                        1982 Catalina 30
                        • 2017 Beneteau First Twenty

                          $41,900

                          $365/mo*

                          Highlands, NJ 07732 | Private Seller

                          2017 Beneteau First Twenty

                          2008 Hunter 38

                          $119,500

                          ↓ Price Drop

                          $890/mo*

                          Roper, NC 27970 | Private Seller

                          2008 Hunter 38
                          • 1986 Catalina 36

                            $17,500

                            Warwick, RI 02886 | Private Seller

                            1986 Catalina 36

                            2006 Hake / Seaward 26RK

                            $40,000

                            ↓ Price Drop

                            $348/mo*

                            Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                            2006 Hake / Seaward 26RK

                            2019 Yamaha WaveRunner GP1800R

                            $11,995

                            Columbus, OH 43224 | Sizzle Marine

                            2019 Yamaha WaveRunner GP1800R

                            2026 Tracker Pro Team 175 TXW

                            $26,320

                            $229/mo*

                            Columbus, OH 43224 | Sizzle Marine

                            2026 Tracker Pro Team 175 TXW
                            • 1982 Tayana 55

                              $165,000

                              Fort Myers, FL 33919 | Private Seller

                              1982 Tayana 55
                              • 2002 Chris White Hammerhead 54

                                $550,000

                                North Haven, ME 04853 | Private Seller

                                2002 Chris White Hammerhead 54
                                • 2007 Catalina Capri 22

                                  $16,900

                                  Muskegon, MI 49441 | Private Seller

                                  2007 Catalina Capri 22
                                  • 1980 Formosa 51

                                    $75,000

                                    Miami, FL 33142 | Private Seller

                                    1980 Formosa 51
                                    • 2017 Beneteau First 22

                                      $22,000

                                      Wareham, MA 02571 | Private Seller

                                      2017 Beneteau First 22
                                      • 2021 Moody 45 DS

                                        $895,000

                                        $6,668/mo*

                                        Marco Island, FL 34145 | Allied Marine-Naples

                                        2021 Moody 45 DS

                                        2004 Custom 105mc

                                        $83,000

                                        ↓ Price Drop

                                        Kemah, TX 77565 | Private Seller

                                        2004 Custom 105mc
                                        • 2000 Hunter 340

                                          $29,000

                                          St Simons Island, GA 31522 | Private Seller

                                          2000 Hunter 340
                                          • 1979 Schucker 436 Motorsailor

                                            $69,000

                                            Charleston, SC 29492 | Private Seller

                                            1979 Schucker 436 Motorsailor
                                            • 2004 Hunter Aft Cockpit

                                              $130,000

                                              Norfolk, VA 23503 | Denison Yachting

                                              2004 Hunter Aft Cockpit
                                              • 1987 Freedom 36

                                                $54,500

                                                Jacksonville, FL 32244 | Private Seller

                                                1987 Freedom 36
                                                • 2021 Beneteau Oceanis 35.1

                                                  $215,000

                                                  $1,602/mo*

                                                  Traverse City, MI 49684 | Private Seller

                                                  2021 Beneteau Oceanis 35.1
                                                  • 2000 Beneteau Oceanis 40

                                                    $99,900

                                                    Green Cove Springs, FL 32043 | St. Barts Yacht Sales

                                                    2000 Beneteau Oceanis 40

                                                    1995 Newport 326

                                                    $24,900

                                                    Blaine, WA 98230 | Marine Servicenter

                                                    1995 Newport 326

                                                    2015 Lagoon 52 F

                                                    $744,900

                                                    ↓ Price Drop

                                                    $5,549/mo*

                                                    Hypoluxo, FL 33462 | Private Seller

                                                    2015 Lagoon 52 F
                                                    • 2025 Beneteau Oceanis Yacht 60

                                                      Request a Price

                                                      Stuart, FL 34994 | Nautical Ventures

                                                      2025 Beneteau Oceanis Yacht 60
                                                      • 1979 Bristol 29.9

                                                        $16,500

                                                        Solomons, MD 20688 | Private Seller

                                                        1979 Bristol 29.9

                                                        2009 Beneteau Oceanis 49

                                                        $219,000

                                                        ↓ Price Drop

                                                        $1,632/mo*

                                                        Long Beach, CA 90802 | Denison Yachting

                                                        2009 Beneteau Oceanis 49
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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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