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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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289 more Makes...
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    For Sale By
    2,213 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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      2001 Beneteau Oceanis Clipper 361

      $72,500

      Annapolis, MD 21403 | Seattle Yachts - Annapolis

      • 2001 Beneteau Oceanis Clipper 361
      • 2001 Beneteau Oceanis Clipper 361
      • 2001 Beneteau Oceanis Clipper 361
      • 2001 Beneteau Oceanis Clipper 361
      • 2019 Leopard 50

        $899,000

        $6,697/mo*

        Fort Lauderdale, FL 33301 | Denison Yachting

        • 2019 Leopard 50
        • 2019 Leopard 50
        • 2019 Leopard 50
        • 2019 Leopard 50

        2005 Lagoon 440

        $230,000

        ↓ Price Drop

        $1,713/mo*

        Saco, ME 04072 | The Multihull Company

        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 2005 Lagoon 440
        • 1986 Cape Dory Motorsailer 300

          $39,000

          LaPointe, WI 54850 | Big Water Boats

          • 1986 Cape Dory Motorsailer 300
          • 1986 Cape Dory Motorsailer 300
          • 1986 Cape Dory Motorsailer 300
          • 1986 Cape Dory Motorsailer 300
          • 1993 Hunter 26

            $9,000

            Miami, FL 33138 | Private Seller

            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26
            • 2006 Jeanneau Sun Odyssey 49 DS

              $145,000

              $1,080/mo*

              Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

              • 2006 Jeanneau Sun Odyssey 49 DS
              • 2006 Jeanneau Sun Odyssey 49 DS
              • 2006 Jeanneau Sun Odyssey 49 DS
              • 2006 Jeanneau Sun Odyssey 49 DS

              2002 Beneteau Oceanis 393

              $115,000

              Annapolis, MD 21401 | North Point Yacht Sales

              • 2002 Beneteau Oceanis 393
              • 2002 Beneteau Oceanis 393
              • 2002 Beneteau Oceanis 393
              • 2002 Beneteau Oceanis 393

              2001 Hunter 340

              $49,995

              ↓ Price Drop

              Essex, CT 06426 | Private Seller

              • 2001 Hunter 340
              • 2001 Hunter 340
              • 2001 Hunter 340
              • 2001 Hunter 340
              • 2010 Jeanneau Sun Odyssey 42i

                $139,000

                $1,036/mo*

                Fajardo, PR 00738 | The Multihull Company

                • 2010 Jeanneau Sun Odyssey 42i
                • 2010 Jeanneau Sun Odyssey 42i
                • 2010 Jeanneau Sun Odyssey 42i
                • 2010 Jeanneau Sun Odyssey 42i
                • 1994 Island Packet 44

                  $79,000

                  Beaufort, NC 28516 | Beaufort Yacht Sales

                  • 1994 Island Packet 44
                  • 1994 Island Packet 44
                  • 1994 Island Packet 44
                  • 1994 Island Packet 44
                  • 1995 Beneteau Oceanis 440

                    $69,000

                    Vero Beach, FL 34950 | Private Seller

                    • 1995 Beneteau Oceanis 440
                    • 1995 Beneteau Oceanis 440
                    • 1995 Beneteau Oceanis 440
                    • 1995 Beneteau Oceanis 440
                    • 2002 Chris White Hammerhead 54

                      $550,000

                      North Haven, ME 04853 | Private Seller

                      • 2002 Chris White Hammerhead 54
                      • 2002 Chris White Hammerhead 54
                      • 2002 Chris White Hammerhead 54
                      • 2002 Chris White Hammerhead 54

                      1955 Classic Custom Full Keel Ketch

                      $45,000

                      Galesville, MD 20765 | North Point Yacht Sales

                      • 1955 Classic Custom Full Keel Ketch
                      • 1955 Classic Custom Full Keel Ketch
                      • 1955 Classic Custom Full Keel Ketch
                      • 1955 Classic Custom Full Keel Ketch

                      2026 Tracker Super Guide V-16 SC

                      $20,365

                      Columbus, OH 43224 | Sizzle Marine

                      • 2026 Tracker Super Guide V-16 SC
                      • 2026 Tracker Super Guide V-16 SC
                      • 2026 Tracker Super Guide V-16 SC
                      • 2026 Tracker Super Guide V-16 SC

                      2026 Sun Tracker SportFish 20 DLX

                      $45,410

                      $395/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      • 2026 Sun Tracker SportFish 20 DLX
                      • 2026 Sun Tracker SportFish 20 DLX
                      • 2026 Sun Tracker SportFish 20 DLX
                      • 2026 Sun Tracker SportFish 20 DLX

                      2026 Yamaha Boats 252SD

                      $113,999

                      $849/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      • 2026 Yamaha Boats 252SD
                      • 2026 Yamaha Boats 252SD
                      • 2026 Yamaha Boats 252SD
                      • 2026 Yamaha Boats 252SD
                      • 1989 Custom Schooner Liveaboard

                        $169,000

                        Shady Side, MD 20778 | YachtSalesInternational.Com

                        • 1989 Custom Schooner Liveaboard
                        • 1989 Custom Schooner Liveaboard
                        • 1989 Custom Schooner Liveaboard
                        • 1989 Custom Schooner Liveaboard

                        2013 Fountaine Pajot Lipari 41

                        $289,000

                        ↓ Price Drop

                        $2,153/mo*

                        Charleston, SC 29401 | The Multihull Company

                        • 2013 Fountaine Pajot Lipari 41
                        • 2013 Fountaine Pajot Lipari 41
                        • 2013 Fountaine Pajot Lipari 41
                        • 2013 Fountaine Pajot Lipari 41
                        • 1970 Formosa 41

                          $19,900

                          Long Beach, CA 90803 | Private Seller

                          • 1970 Formosa 41
                          • 1970 Formosa 41
                          • 1970 Formosa 41
                          • 1970 Formosa 41

                          2015 MacGregor 26M

                          $29,495

                          ↓ Price Drop

                          $257/mo*

                          Hutchinson Island, FL 34949 | Private Seller

                          • 2015 MacGregor 26M
                          • 2015 MacGregor 26M
                          • 2015 MacGregor 26M
                          • 2015 MacGregor 26M
                          • 1994 Catalina 30 Tall Rig

                            $21,000

                            Traverse City, MI 49684 | Private Seller

                            • 1994 Catalina 30 Tall Rig
                            • 1994 Catalina 30 Tall Rig
                            • 1994 Catalina 30 Tall Rig
                            • 1994 Catalina 30 Tall Rig
                            • 2022 Bali 4.8

                              $220,000

                              $1,639/mo*

                              Tortola, FL 33101 | Private Seller

                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 2022 Bali 4.8
                              • 2013 Catalina 22 Capri

                                $22,000

                                St Simons Island, GA 31522 | Dunbar Yachts

                                • 2013 Catalina 22 Capri
                                • 2013 Catalina 22 Capri
                                • 2013 Catalina 22 Capri
                                • 2013 Catalina 22 Capri

                                1994 Catalina 38 CC

                                $96,000

                                St Simons Island, GA 31522 | Dunbar Yachts

                                • 1994 Catalina 38 CC
                                • 1994 Catalina 38 CC
                                • 1994 Catalina 38 CC
                                • 1994 Catalina 38 CC
                                • 1983 Baba 30

                                  $25,000

                                  Waukegan, IL 60085 | Private Seller

                                  • 1983 Baba 30
                                  • 1983 Baba 30
                                  • 1983 Baba 30
                                  • 1983 Baba 30

                                  2003 Lagoon 410-S2

                                  $205,000

                                  ↓ Price Drop

                                  Melbourne, FL 32901 | Edwards Yacht Sales

                                  • 2003 Lagoon 410-S2
                                  • 2003 Lagoon 410-S2
                                  • 2003 Lagoon 410-S2
                                  • 2003 Lagoon 410-S2

                                  1987 Island Packet 38

                                  $58,500

                                  Norfolk, VA 23518 | Beaufort Yacht Sales

                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38
                                  • 1987 Island Packet 38
                                  • 1997 Bruce Roberts 55

                                    $149,000

                                    San Diego, CA 92106 | Seattle Yachts - San Diego

                                    • 1997 Bruce Roberts 55
                                    • 1997 Bruce Roberts 55
                                    • 1997 Bruce Roberts 55
                                    • 1997 Bruce Roberts 55

                                    2020 Lagoon 42

                                    $520,000

                                    $3,874/mo*

                                    Jacksonville, FL 32202 | The Multihull Company

                                    • 2020 Lagoon 42
                                    • 2020 Lagoon 42
                                    • 2020 Lagoon 42
                                    • 2020 Lagoon 42
                                    • 1979 Fisher 25 PH Ketch

                                      $29,500

                                      Jacksonville, FL 32225 | Edwards Yacht Sales

                                      • 1979 Fisher 25 PH Ketch
                                      • 1979 Fisher 25 PH Ketch
                                      • 1979 Fisher 25 PH Ketch
                                      • 1979 Fisher 25 PH Ketch

                                      2021 Lagoon 40

                                      $369,000

                                      ↓ Price Drop

                                      $2,749/mo*

                                      Fort Lauderdale, FL 33301 | The Multihull Company

                                      • 2021 Lagoon 40
                                      • 2021 Lagoon 40
                                      • 2021 Lagoon 40
                                      • 2021 Lagoon 40
                                      • 2014 Farr 280

                                        $49,999

                                        $435/mo*

                                        Newport, RI 02840 | Private Seller

                                        • 2014 Farr 280
                                        • 2014 Farr 280
                                        • 2014 Farr 280
                                        • 2014 Farr 280
                                        • 1977 Cape Dory 25

                                          $3,000

                                          Reedville, VA 22539 | Private Seller

                                          • 1977 Cape Dory 25
                                          • 1977 Cape Dory 25
                                          • 1977 Cape Dory 25
                                          • 1977 Cape Dory 25
                                          • 1989 Cape Dory 30 MK II

                                            $33,000

                                            Jacksonville, FL 32210 | St. Barts Yacht Sales

                                            • 1989 Cape Dory 30 MK II
                                            • 1989 Cape Dory 30 MK II
                                            • 1989 Cape Dory 30 MK II
                                            • 1989 Cape Dory 30 MK II
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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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