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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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292 more Makes...
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    For Sale By
    2,207 boats
    Sort: Recommended
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      • 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
        • 1986 Cape Dory Motorsailer 300

          $39,000

          LaPointe, WI 54850 | Big Water Boats

          1986 Cape Dory Motorsailer 300
          • 1993 Catalina 381

            $44,900

            Lewisville, TX 75077 | Private Seller

            1993 Catalina 381

            1993 Hunter 26

            $8,000

            ↓ Price Drop

            Miami, FL 33138 | Private Seller

            1993 Hunter 26
            • 1985 Catalina 25 Pop Top

              $7,000

              Perth Amboy, NJ 08861 | Private Seller

              1985 Catalina 25 Pop Top
              • 2005 Lagoon 440

                $230,000

                $1,713/mo*

                Saco, ME 04072 | The Multihull Company

                2005 Lagoon 440
                • 1987 Nor'Sea Aft Cabin

                  $25,000

                  Pepin, WI 54759 | Private Seller

                  1987 Nor'Sea Aft Cabin
                  • 2004 Beneteau First 44.7

                    $130,000

                    Annapolis, MD 21403 | North Point Yacht Sales

                    2004 Beneteau First 44.7
                    • 1982 Tayana 55

                      $165,000

                      Fort Myers, FL 33919 | Private Seller

                      1982 Tayana 55
                      • 1994 Island Packet 44

                        $79,000

                        Beaufort, NC 28516 | Beaufort Yacht Sales

                        1994 Island Packet 44
                        • 1991 Catalina 30 MkII

                          $19,500

                          Savannah, GA 31419 | Private Seller

                          1991 Catalina 30 MkII

                          1977 Custom 80 Brigantine

                          $998,000

                          ↓ Price Drop

                          Long Beach, CA 90802 | Rick Obey Yacht Sales

                          1977 Custom 80 Brigantine

                          1989 Custom Schooner Liveaboard

                          $165,900

                          ↓ Price Drop

                          Shady Side, MD 20778 | YachtSalesInternational.Com

                          1989 Custom Schooner Liveaboard

                          2025 Yamaha Boats SX190

                          $34,799

                          $303/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2025 Yamaha Boats SX190

                          2025 Tracker Savage 215

                          $53,995

                          $402/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2025 Tracker Savage 215

                          2026 Tracker Pro Guide V-175 Combo

                          $38,065

                          $331/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Tracker Pro Guide V-175 Combo
                          • 1994 Catalina 30 Tall Rig

                            $21,000

                            Traverse City, MI 49684 | Private Seller

                            1994 Catalina 30 Tall Rig
                            • 2002 Island Packet 420

                              $299,000

                              Annapolis, MD 21403 | Seattle Yachts - Annapolis

                              2002 Island Packet 420
                              • 1981 Sam Crocker 286

                                $17,500

                                New Harbor, ME 04554 | Private Seller

                                1981 Sam Crocker 286
                                • 2008 Lagoon 420

                                  $275,000

                                  $2,049/mo*

                                  St Augustine, FL 32084 | The Multihull Company

                                  2008 Lagoon 420
                                  • 2004 Catalina 310

                                    $52,900

                                    Pensacola, FL 32501 | Edwards Yacht Sales

                                    2004 Catalina 310
                                    • 2001 Dufour Gib'Sea 43

                                      $124,900

                                      Brunswick, GA 31520 | The Multihull Company

                                      2001 Dufour Gib'Sea 43
                                      • 1999 St. Francis 44 MKII

                                        $189,000

                                        Saint Augustine, FL 32084 | The Multihull Company

                                        1999 St. Francis 44 MKII
                                        • 2003 Wauquiez 40 Pilot Saloon

                                          $159,900

                                          Harwich, MA 02645 | Atlantic Yacht & Ship, Inc.

                                          2003 Wauquiez 40 Pilot Saloon

                                          1999 PDQ 36

                                          $99,900

                                          Brunswick, GA 31520 | Dunbar Yachts

                                          1999 PDQ 36
                                          • 2004 PCI Gemini 105mc

                                            $83,000

                                            Kemah, TX 77565 | Private Seller

                                            2004 PCI Gemini 105mc
                                            • 1983 Baba 30

                                              $25,000

                                              Waukegan, IL 60085 | Private Seller

                                              1983 Baba 30

                                              2024 Beneteau Oceanis 34.1

                                              $249,000

                                              ↓ Price Drop

                                              $1,855/mo*

                                              Annapolis, MD 21403 | North Point Yacht Sales

                                              2024 Beneteau Oceanis 34.1
                                              • 1992 Privilege 39

                                                $149,000

                                                dania beach, FL 33004 | Private Seller

                                                1992 Privilege 39

                                                1996 Catalina 270

                                                $15,000

                                                St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                                                1996 Catalina 270

                                                1979 Schucker 436 Motorsailor

                                                $55,000

                                                ↓ Price Drop

                                                Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                                                1979 Schucker 436 Motorsailor
                                                • 2005 Catana 43 Ocean Class

                                                  $265,000

                                                  $1,974/mo*

                                                  Charleston, SC 29403 | The Multihull Company

                                                  2005 Catana 43 Ocean Class
                                                  • 1986 Catalina Sloop

                                                    $39,500

                                                    Montague, MI 49632 | Private Seller

                                                    1986 Catalina Sloop

                                                    2013 Fountaine Pajot Lipari 41

                                                    $289,000

                                                    ↓ Price Drop

                                                    $2,153/mo*

                                                    Charleston, SC 29401 | The Multihull Company

                                                    2013 Fountaine Pajot Lipari 41
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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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