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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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    2,389 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      • 1987 Hunter 37 Legend

        $45,000

        Annapolis, MD 21403 | YachtSalesInternational.Com

        1987 Hunter 37 Legend
        • 1986 Cape Dory Motorsailer 300

          $39,000

          LaPointe, WI 54850 | Big Water Boats

          1986 Cape Dory Motorsailer 300
          • 2000 Beneteau Oceanis 40

            $99,900

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

            2000 Beneteau Oceanis 40
            • 1982 Catalina 30

              $12,850

              Rogers City, MI 49779 | Private Seller

              1982 Catalina 30
              • 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

                  1984 Hallberg-Rassy HR Kutter 94

                  $39,900

                  ↓ Price Drop

                  Milton, DE 19968 | Private Seller

                  1984 Hallberg-Rassy HR Kutter 94
                  • 2015 Beneteau Sense 55

                    $399,000

                    $2,972/mo*

                    Tracys Landing, MD 20779 | Denison Yachting

                    2015 Beneteau Sense 55

                    1994 Catalina 30 Tall Rig

                    $21,000

                    ↓ Price Drop

                    Traverse City, MI 49684 | Private Seller

                    1994 Catalina 30 Tall Rig
                    • 1986 Catalina 36

                      $17,500

                      Warwick, RI 02886 | Private Seller

                      1986 Catalina 36
                      • 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
                          • 1985 Catalina 25 Pop Top

                            $7,000

                            Perth Amboy, NJ 08861 | Private Seller

                            1985 Catalina 25 Pop Top

                            2006 Hake / Seaward 26RK

                            $40,000

                            ↓ Price Drop

                            $348/mo*

                            Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                            2006 Hake / Seaward 26RK

                            2022 Yamaha Boats AR190

                            $36,995

                            $322/mo*

                            Columbus, OH 43224 | Sizzle Marine

                            2022 Yamaha Boats AR190

                            2025 Tracker Pro Team 175

                            $22,995

                            Fredericktown, OH 43019 | Knox Marine - Ltd

                            2025 Tracker Pro Team 175
                            • 2000 Beneteau Oceanis 50

                              $178,000

                              Long Beach, CA 90803 | Denison Yachting

                              2000 Beneteau Oceanis 50

                              2008 Hunter 38

                              $119,500

                              ↓ Price Drop

                              $890/mo*

                              Roper, NC 27970 | Private Seller

                              2008 Hunter 38
                              • 2022 Bali 4.8

                                $220,000

                                $1,639/mo*

                                Tortola, FL 33101 | Private Seller

                                2022 Bali 4.8
                                • 2000 Catalina 18

                                  $8,500

                                  Camden, ME 04843 | Private Seller

                                  2000 Catalina 18
                                  • 2017 Beneteau First 22

                                    $22,000

                                    Wareham, MA 02571 | Private Seller

                                    2017 Beneteau First 22

                                    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
                                    • 1989 Beneteau First 32.5

                                      $40,000

                                      Burlingame, CA 94010 | Private Seller

                                      1989 Beneteau First 32.5

                                      2004 Custom 105mc

                                      $83,000

                                      ↓ Price Drop

                                      Kemah, TX 77565 | Private Seller

                                      2004 Custom 105mc
                                      • 1998 Beneteau 381

                                        $69,900

                                        Jacksonville, FL 32202 | St. Barts Yacht Sales

                                        1998 Beneteau 381
                                        • 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
                                          • 1985 Dickerson Dickerson 37

                                            $19,000

                                            Quincy, MA 02170 | Private Seller

                                            1985 Dickerson Dickerson 37

                                            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
                                              • 1990 Catalina 30

                                                $19,000

                                                Pick City, ND 58545 | Private Seller

                                                1990 Catalina 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
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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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