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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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    2,388 boats
    Sort: Recommended
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      • 1986 Cape Dory Motorsailer 300

        $39,000

        LaPointe, WI 54850 | Big Water Boats

        1986 Cape Dory Motorsailer 300

        1955 Classic Custom Full Keel Ketch

        $45,000

        Galesville, MD 20765 | North Point Yacht Sales

        1955 Classic Custom Full Keel Ketch

        1997 Beneteau Oceanis 381

        $65,000

        ↓ Price Drop

        Saint Joseph, MI 49085 | Private Seller

        1997 Beneteau Oceanis 381
        • 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

            1984 Hallberg-Rassy HR Kutter 94

            $39,900

            ↓ Price Drop

            Milton, DE 19968 | Private Seller

            1984 Hallberg-Rassy HR Kutter 94
            • 2027 Fountaine Pajot Thira 80

              Request a Price

              Fort Lauderdale, FL 33301 | ACY Yachts

              2027 Fountaine Pajot Thira 80
              • 2001 Dufour Gib'Sea 43

                $134,900

                Brunswick, GA 31520 | The Multihull Company

                2001 Dufour Gib'Sea 43

                2018 Fountaine Pajot Helia 44 Evolution

                $499,000

                $3,717/mo*

                St Thomas, VI 00802 | ACY Yachts

                2018 Fountaine Pajot Helia 44 Evolution
                • 2012 Lagoon 400

                  $225,000

                  $1,676/mo*

                  Fort Lauderdale, FL 33306 | The Multihull Company

                  2012 Lagoon 400

                  2019 Jeanneau Sun Odyssey 479

                  $349,000

                  $2,600/mo*

                  Key Biscayne, FL 33149 | Luke Brown Yachts

                  2019 Jeanneau Sun Odyssey 479
                  • 2000 Beneteau Oceanis 50

                    $178,000

                    Long Beach, CA 90803 | Denison Yachting

                    2000 Beneteau Oceanis 50
                    • 2001 Hunter 380

                      $69,000

                      Brunswick, GA 31520 | Dunbar Yachts

                      2001 Hunter 380

                      2006 Hake / Seaward 26RK

                      $40,000

                      ↓ Price Drop

                      $348/mo*

                      Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                      2006 Hake / Seaward 26RK

                      2025 Yamaha Boats AR250

                      $68,995

                      $514/mo*

                      Columbus, OH 43224 | Sizzle Marine

                      2025 Yamaha Boats AR250

                      2026 Vexus AVX181

                      $34,995

                      $305/mo*

                      Fredericktown, OH 43019 | Knox Marine - Ltd

                      2026 Vexus AVX181

                      1993 Crowther 42

                      $129,000

                      Pensacola, FL 32501 | Edwards Yacht Sales

                      1993 Crowther 42
                      • 2007 Tartan 4400

                        $349,000

                        $2,600/mo*

                        Annapolis, MD 21403 | Seattle Yachts - Annapolis

                        2007 Tartan 4400

                        1982 Catalina 27

                        $3,999

                        ↓ Price Drop

                        Arnold, MD 21012 | Private Seller

                        1982 Catalina 27
                        • 1989 Beneteau First 32.5

                          $40,000

                          Burlingame, CA 94010 | Private Seller

                          1989 Beneteau First 32.5
                          • 2010 Gemini 105Mc

                            $130,000

                            $968/mo*

                            East End, VI 00820 | The Multihull Company

                            2010 Gemini 105Mc

                            2012 Beneteau Oceanis

                            $240,000

                            ↓ Price Drop

                            $1,788/mo*

                            Honolulu, HI 96815 | Private Seller

                            2012 Beneteau Oceanis
                            • 2002 North Wind 58

                              $300,000

                              Fort Lauderdale, FL 33316 | Denison Yachting

                              2002 North Wind 58

                              2004 Custom 105mc

                              $83,000

                              ↓ Price Drop

                              Kemah, TX 77565 | Private Seller

                              2004 Custom 105mc

                              1979 Robert Perry 41 Sloop

                              $54,900

                              ↓ Price Drop

                              San Diego, CA 92106 | Seattle Yachts - San Diego

                              1979 Robert Perry 41 Sloop
                              • 1990 Cheoy Lee Sloop

                                $459,000

                                North Miami Beach, FL 33316 | Atlantic Yacht & Ship, Inc.

                                1990 Cheoy Lee Sloop
                                • 1991 Custom Horacio Carabelli Schooner

                                  $199,000

                                  Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                  1991 Custom Horacio Carabelli Schooner

                                  1977 Custom 80 Brigantine

                                  $1,800,000

                                  Long Beach, CA 90802 | Rick Obey Yacht Sales

                                  1977 Custom 80 Brigantine
                                  • 2017 Lagoon 42

                                    $384,900

                                    $2,867/mo*

                                    Kemah, TX 77565 | The Multihull Company

                                    2017 Lagoon 42
                                    • 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
                                      • 1989 Tartan 40

                                        $49,900

                                        Pensacola, FL 32501 | Edwards Yacht Sales

                                        1989 Tartan 40

                                        2026 Dufour 37

                                        $383,000

                                        $2,853/mo*

                                        Newburyport, MA 02840 | ACY Yachts

                                        2026 Dufour 37
                                        • 1979 Shannon 38

                                          $69,900

                                          West Palm Beach, FL 33404 | The Multihull Company

                                          1979 Shannon 38

                                          2026 Dufour 37

                                          $383,000

                                          $2,853/mo*

                                          Fort Lauderdale, FL 33301 | ACY Yachts

                                          2026 Dufour 37
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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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