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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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311 more Makes...
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    2,391 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300
        • 1982 Catalina 30

          $12,850

          Rogers City, MI 49779 | Private Seller

          1982 Catalina 30
          • 2000 Beneteau Oceanis 40

            $99,900

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

            2000 Beneteau Oceanis 40
            • 1987 Hunter 37 Legend

              $45,000

              Annapolis, MD 21403 | YachtSalesInternational.Com

              1987 Hunter 37 Legend
              • 1993 Hunter 26

                $9,500

                Miami, FL 33138 | Private Seller

                1993 Hunter 26
                • 2007 Beneteau 423

                  $119,000

                  $887/mo*

                  Vero Beach, FL 32963 | Private Seller

                  2007 Beneteau 423
                  • 1986 Catalina 36

                    $17,500

                    Warwick, RI 02886 | Private Seller

                    1986 Catalina 36

                    1984 Hallberg-Rassy HR Kutter 94

                    $39,900

                    ↓ Price Drop

                    Milton, DE 19968 | Private Seller

                    1984 Hallberg-Rassy HR Kutter 94
                    • 1985 Dickerson Dickerson 37

                      $19,000

                      Quincy, MA 02170 | Private Seller

                      1985 Dickerson Dickerson 37
                      • 2015 Beneteau Sense 55

                        $399,000

                        $2,972/mo*

                        Tracys Landing, MD 20779 | Denison Yachting

                        2015 Beneteau Sense 55

                        2008 Hunter 38

                        $119,500

                        ↓ Price Drop

                        $890/mo*

                        Roper, NC 27970 | Private Seller

                        2008 Hunter 38
                        • 1985 Catalina 25 Pop Top

                          $7,000

                          Perth Amboy, NJ 08861 | Private Seller

                          1985 Catalina 25 Pop Top

                          1994 Catalina 30 Tall Rig

                          $21,000

                          ↓ Price Drop

                          Traverse City, MI 49684 | Private Seller

                          1994 Catalina 30 Tall Rig

                          2006 Hake / Seaward 26RK

                          $40,000

                          ↓ Price Drop

                          $348/mo*

                          Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                          2006 Hake / Seaward 26RK

                          2026 Tracker Super Guide V-16 SC

                          $20,365

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Tracker Super Guide V-16 SC

                          2017 Yamaha Boats 190 FSH Deluxe

                          $27,995

                          $244/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2017 Yamaha Boats 190 FSH Deluxe
                          • 1997 Beneteau Oceanis 40 CC

                            $134,900

                            Beaufort, NC 28516 | Beaufort Yacht Sales

                            1997 Beneteau Oceanis 40 CC
                            • 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
                                • 2022 Bali 4.8

                                  $220,000

                                  $1,639/mo*

                                  Tortola, FL 33101 | Private Seller

                                  2022 Bali 4.8

                                  1982 Catalina 27

                                  $3,999

                                  ↓ Price Drop

                                  Arnold, MD 21012 | Private Seller

                                  1982 Catalina 27

                                  2012 Beneteau Oceanis

                                  $240,000

                                  ↓ Price Drop

                                  $1,788/mo*

                                  Honolulu, HI 96815 | Private Seller

                                  2012 Beneteau Oceanis

                                  2004 Custom 105mc

                                  $83,000

                                  ↓ Price Drop

                                  Kemah, TX 77565 | Private Seller

                                  2004 Custom 105mc
                                  • 2017 Beneteau First 22

                                    $22,000

                                    Wareham, MA 02571 | Private Seller

                                    2017 Beneteau First 22
                                    • 1990 Catalina 30

                                      $19,000

                                      Pick City, ND 58545 | Private Seller

                                      1990 Catalina 30
                                      • 1968 Morgan 41' Classic

                                        $20,000

                                        Michigan City, IN 46360 | Private Seller

                                        1968 Morgan 41' Classic

                                        2010 MacGregor 26M

                                        $22,500

                                        ↓ Price Drop

                                        Olympia, WA 98512 | Private Seller

                                        2010 MacGregor 26M

                                        1979 Custom Colvin Gazelle

                                        $75,000

                                        ↓ Price Drop

                                        Baltimore, MD 21230 | Private Seller

                                        1979 Custom Colvin Gazelle
                                        • 1998 Hunter h340

                                          $60,000

                                          Long Beach, CA 90803 | Private Seller

                                          1998 Hunter h340
                                          • 1983 Baba 30

                                            $25,000

                                            Waukegan, IL 60085 | Private Seller

                                            1983 Baba 30
                                            • 2026 Fountaine Pajot 44

                                              $856,000

                                              $6,377/mo*

                                              Newport, RI 02840 | ACY Yachts

                                              2026 Fountaine Pajot 44
                                              • 1987 Hunter 37.5

                                                $29,500

                                                Marina Del Rey, CA 90292 | Private Seller

                                                1987 Hunter 37.5

                                                1990 Catalina 36

                                                $54,500

                                                ↓ Price Drop

                                                North East, MD 21901 | Private Seller

                                                1990 Catalina 36

                                                1981 C&C Landfall 35

                                                $34,900

                                                Palmetto, FL 34221 | United Yacht Sales

                                                1981 C&C Landfall 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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