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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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    2,398 boats
    Sort: Recommended
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      • 2026 Fountaine Pajot Thira 80

        $9,697,931

        $73,682/mo*

        Fort Lauderdale, FL 33301 | ACY Yachts

        2026 Fountaine Pajot Thira 80

        2008 Fountaine Pajot Salina 48 Evolution

        $399,000

        ↓ Price Drop

        $3,031/mo*

        Fort Lauderdale, FL 33301 | United Yacht Sales - Florida SE Coast

        2008 Fountaine Pajot Salina 48 Evolution

        1960 American Marine Seawitch Ketch

        $75,000

        ↓ Price Drop

        Dana Point, CA 92629 | KAM Yacht Sales

        1960 American Marine Seawitch Ketch
        • 2023 Beneteau Oceanis 46.1

          $499,900

          $3,798/mo*

          Charleston, SC 29401 | St. Barts Yacht Sales

          2023 Beneteau Oceanis 46.1
          • 1995 Beneteau Oceanis 321

            $39,500

            Wrightsville Beach, NC 28480 | St. Barts Yacht Sales

            1995 Beneteau Oceanis 321
            • 2008 Lagoon 420

              $340,000

              $2,583/mo*

              Saint Augustine, FL 32084 | The Multihull Company

              2008 Lagoon 420

              1998 Hunter 310

              $12,999

              ↓ Price Drop

              Saint Augustine, FL 32084 | Private Seller

              1998 Hunter 310
              • 1993 Hunter 26

                $9,500

                Miami, FL 33138 | Private Seller

                1993 Hunter 26
                • 2002 Lagoon 410

                  $190,000

                  Saint Augustine, FL 32084 | The Multihull Company

                  2002 Lagoon 410
                  • 1995 Beneteau Oceanis 440

                    $79,000

                    Fort Pierce, FL 34950 | Private Seller

                    1995 Beneteau Oceanis 440

                    1996 Pacific Seacraft Flicka 20

                    $35,000

                    ↓ Price Drop

                    Seabrook, TX 77586 | Private Seller

                    1996 Pacific Seacraft Flicka 20

                    1992 Catalina 30 Tall Rig

                    $29,900

                    Cheboygan, MI 49721 | United Yacht Sales – Great Lakes Division-Harborview

                    1992 Catalina 30 Tall Rig
                    • 1979 Shannon 38

                      $69,900

                      West Palm Beach, FL 33404 | The Multihull Company

                      1979 Shannon 38
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                      2023 Ranger RT178

                      $23,995

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                      2023 Ranger RT178
                      • 1983 Baba 30

                        $25,000

                        Waukegan, IL 60085 | Private Seller

                        1983 Baba 30

                        2022 J Boats J/9

                        $139,000

                        ↓ Price Drop

                        $1,056/mo*

                        Stamford, CT 06902 | McMichael Yacht Brokers LTD.

                        2022 J Boats J/9
                        • 1989 Acte Polynesia 42

                          $59,000

                          Belhaven, NC 27810 | Private Seller

                          1989 Acte Polynesia 42
                          • 1997 Beneteau 50

                            $129,950

                            Seattle, WA 98117 | Marine Servicenter

                            1997 Beneteau 50
                            • 1969 Alden 32

                              $8,900

                              San Pedro, CA 90731 | Private Seller

                              1969 Alden 32
                              • 2002 Hunter 466

                                $59,000

                                Marco Island , FL 34113 | Private Seller

                                2002 Hunter 466

                                2016 Lagoon 400 S2

                                $376,900

                                $2,864/mo*

                                Friendship, MD 20758 | Seattle Yachts - Annapolis

                                2016 Lagoon 400 S2
                                • 1982 Islander Custom 48' Freeport

                                  $17,500

                                  Orange Beach, AL 36561 | Private Seller

                                  1982 Islander Custom 48' Freeport

                                  2005 MacGregor 26M

                                  $15,000

                                  ↓ Price Drop

                                  Seattle, WA 98117 | Private Seller

                                  2005 MacGregor 26M
                                  • 2022 Bali 4.8

                                    $220,000

                                    $1,671/mo*

                                    Tortola, FL 33101 | Private Seller

                                    2022 Bali 4.8
                                    • 2006 Jeanneau Sun Odyssey 49 DS

                                      $145,000

                                      $1,102/mo*

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

                                      2006 Jeanneau Sun Odyssey 49 DS

                                      2006 Lagoon 500

                                      $399,000

                                      ↓ Price Drop

                                      $3,031/mo*

                                      Charleston, SC 29412 | The Multihull Company

                                      2006 Lagoon 500
                                      • 1981 Sam Crocker 286

                                        $17,500

                                        New Harbor, ME 04554 | Private Seller

                                        1981 Sam Crocker 286

                                        2014 Beneteau Oceanis 38

                                        $175,000

                                        ↓ Price Drop

                                        $1,330/mo*

                                        San Francisco, CA | Silver Seas Yachts

                                        2014 Beneteau Oceanis 38
                                        • 2001 Dufour Atoll 6

                                          $69,995

                                          Apollo Beach, FL 33572 | Private Seller

                                          2001 Dufour Atoll 6

                                          2018 Fountaine Pajot Helia 44 Evolution

                                          $499,000

                                          $3,791/mo*

                                          St Thomas, VI 00802 | ACY Yachts

                                          2018 Fountaine Pajot Helia 44 Evolution
                                          • 2008 Catalina 22 Capri

                                            $8,000

                                            Ridgeland, MS 39157 | Private Seller

                                            2008 Catalina 22 Capri
                                            • 2005 Gemini 105Mc

                                              $85,500

                                              $650/mo*

                                              Saint James, NC 28461 | Private Seller

                                              2005 Gemini 105Mc
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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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