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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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291 more Makes...
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    For Sale By
    2,212 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
    • Recently Updated: Oldest first
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    • Price: High to Low
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      • 1994 Beneteau Oceanis 400

        $55,000

        Miami, FL 33133 | Private Seller

        • 1994 Beneteau Oceanis 400
        • 1994 Beneteau Oceanis 400
        • 1994 Beneteau Oceanis 400
        • 1994 Beneteau Oceanis 400

        2014 Beneteau Oceanis 41

        $165,000

        ↓ Price Drop

        $1,229/mo*

        Mount Pleasant, SC 29464 | St. Barts Yacht Sales

        • 2014 Beneteau Oceanis 41
        • 2014 Beneteau Oceanis 41
        • 2014 Beneteau Oceanis 41
        • 2014 Beneteau Oceanis 41

        2007 Beneteau Oceanis Clipper 343

        $80,000

        ↓ Price Drop

        $596/mo*

        Miami, FL 33133 | Atlas Yacht Sales, LLC

        • 2007 Beneteau Oceanis Clipper 343
        • 2007 Beneteau Oceanis Clipper 343
        • 2007 Beneteau Oceanis Clipper 343
        • 2007 Beneteau Oceanis Clipper 343
        • 2000 Beneteau Oceanis 50

          $178,000

          Long Beach, CA 90803 | Denison Yachting

          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50
          • 2000 Beneteau Oceanis 50
          • 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

            1996 Catalina 270

            $15,000

            St Simons Island, GA 31522 | Engel Volkers Yachting Americas

            • 1996 Catalina 270
            • 1996 Catalina 270
            • 1996 Catalina 270
            • 1996 Catalina 270

            1993 Hunter 26

            $8,000

            ↓ Price Drop

            Miami, FL 33138 | Private Seller

            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26
            • 1993 Hunter 26

            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
            • 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
              • 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
                • 1987 Nor'Sea Aft Cabin

                  $25,000

                  Pepin, WI 54759 | Private Seller

                  • 1987 Nor'Sea Aft Cabin
                  • 1987 Nor'Sea Aft Cabin
                  • 1987 Nor'Sea Aft Cabin
                  • 1987 Nor'Sea Aft Cabin

                  2004 Jeanneau Sun Odyssey 43 DS

                  $139,000

                  Annapolis, MD 21401 | Seattle Yachts - Annapolis

                  • 2004 Jeanneau Sun Odyssey 43 DS
                  • 2004 Jeanneau Sun Odyssey 43 DS
                  • 2004 Jeanneau Sun Odyssey 43 DS
                  • 2004 Jeanneau Sun Odyssey 43 DS
                  • 1994 Island Packet IP 44

                    $179,900

                    Daytona Beach, FL 32114 | Private Seller

                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44
                    • 1994 Island Packet IP 44

                    2026 Tracker Pro Team 195

                    $39,605

                    $345/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    • 2026 Tracker Pro Team 195
                    • 2026 Tracker Pro Team 195
                    • 2026 Tracker Pro Team 195
                    • 2026 Tracker Pro Team 195

                    2025 Tracker Grizzly 1236 Utility

                    $1,670

                    Columbus, OH 43224 | Sizzle Marine

                    • 2025 Tracker Grizzly 1236 Utility
                    • 2025 Tracker Grizzly 1236 Utility
                    • 2025 Tracker Grizzly 1236 Utility
                    • 2025 Tracker Grizzly 1236 Utility

                    2025 Yamaha WaveRunner JetBlaster PRO 2-Up

                    $10,599

                    Columbus, OH 43224 | Sizzle Marine

                    • 2025 Yamaha WaveRunner JetBlaster PRO 2-Up
                    • 2025 Yamaha WaveRunner JetBlaster PRO 2-Up
                    • 2025 Yamaha WaveRunner JetBlaster PRO 2-Up
                    • 2025 Yamaha WaveRunner JetBlaster PRO 2-Up
                    • 1983 Najad 371 American CC

                      $90,000

                      Kemah, TX 77565 | Jarman Yacht Sales, LLC

                      • 1983 Najad 371 American CC
                      • 1983 Najad 371 American CC
                      • 1983 Najad 371 American CC
                      • 1983 Najad 371 American CC

                      1989 Custom Schooner Liveaboard

                      $165,900

                      ↓ Price Drop

                      Shady Side, MD 20778 | YachtSalesInternational.Com

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

                      2015 Lagoon 380 S2

                      $295,000

                      $2,198/mo*

                      Vero Beach, FL 32960 | The Multihull Company

                      • 2015 Lagoon 380 S2
                      • 2015 Lagoon 380 S2
                      • 2015 Lagoon 380 S2
                      • 2015 Lagoon 380 S2
                      • 1987 Kelly Peterson 46

                        $69,000

                        Fort Lauderdale, FL 33315 | Private Seller

                        • 1987 Kelly Peterson 46
                        • 1987 Kelly Peterson 46
                        • 1987 Kelly Peterson 46
                        • 1987 Kelly Peterson 46

                        1988 Island Packet 38

                        $99,000

                        St Marys, GA 31558 | Engel Volkers Yachting Americas

                        • 1988 Island Packet 38
                        • 1988 Island Packet 38
                        • 1988 Island Packet 38
                        • 1988 Island Packet 38

                        2005 Leopard 40

                        $170,000

                        ↓ Price Drop

                        $1,266/mo*

                        Saint Simons Island, GA | Dunbar Yachts

                        • 2005 Leopard 40
                        • 2005 Leopard 40
                        • 2005 Leopard 40
                        • 2005 Leopard 40
                        • 2009 MacGregor 26M

                          $18,900

                          Camano Island, WA 98282 | Private Seller

                          • 2009 MacGregor 26M
                          • 2009 MacGregor 26M
                          • 2009 MacGregor 26M
                          • 2009 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
                            • 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

                              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
                              • 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
                                • 1981 Whitby Yachts 42

                                  $47,900

                                  Mandeville, LA 70448 | Private Seller

                                  • 1981 Whitby Yachts 42
                                  • 1981 Whitby Yachts 42
                                  • 1981 Whitby Yachts 42
                                  • 1981 Whitby Yachts 42

                                  1999 Catalina 42 MkII

                                  $135,500

                                  Brunswick, GA 31520 | Dunbar Yachts

                                  • 1999 Catalina 42 MkII
                                  • 1999 Catalina 42 MkII
                                  • 1999 Catalina 42 MkII
                                  • 1999 Catalina 42 MkII
                                  • 1983 Baba 30

                                    $25,000

                                    Waukegan, IL 60085 | Private Seller

                                    • 1983 Baba 30
                                    • 1983 Baba 30
                                    • 1983 Baba 30
                                    • 1983 Baba 30
                                    • 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 Lagoon 410

                                        $190,000

                                        Saint Augustine, FL 32084 | The Multihull Company

                                        • 2002 Lagoon 410
                                        • 2002 Lagoon 410
                                        • 2002 Lagoon 410
                                        • 2002 Lagoon 410
                                        • 2001 Dufour Gib'Sea 43

                                          $124,900

                                          Brunswick, GA 31520 | The Multihull Company

                                          • 2001 Dufour Gib'Sea 43
                                          • 2001 Dufour Gib'Sea 43
                                          • 2001 Dufour Gib'Sea 43
                                          • 2001 Dufour Gib'Sea 43
                                          • 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
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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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