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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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    2,445 boats
    Sort: Recommended
    • Recommended
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      1979 Nautical Development 56 Ketch

      $114,500

      ↓ Price Drop

      Savannah, GA 31401 | Lux Yachts

      1979 Nautical Development 56 Ketch
      • 2007 Beneteau 423

        $155,000

        $1,155/mo*

        Pasadena, MD 21122 | North Point Yacht Sales

        2007 Beneteau 423
        • 2011 Jeanneau Sun Odyssey 42 DS

          $189,000

          $1,408/mo*

          Seattle, WA 98109 | Marine Servicenter

          2011 Jeanneau Sun Odyssey 42 DS

          2021 Lagoon 40

          $379,000

          ↓ Price Drop

          $2,823/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2021 Lagoon 40

          1987 Catalina 36

          $34,500

          Anacortes, WA 98221 | Seattle Yachts - Anacortes

          1987 Catalina 36
          • 1990 Catalina 30

            $19,000

            Pick City, ND 58545 | Private Seller

            1990 Catalina 30
            • 1986 Hunter Legend375

              $24,000

              North Haven, NY 11963 | Private Seller

              1986 Hunter Legend375
              • 2003 Tartan 3700

                $134,000

                Marina del Rey, CA 90292 | Denison Yachting

                2003 Tartan 3700

                2022 Jeanneau Sun Odyssey 440

                $429,000

                $3,196/mo*

                Baltimore, MD 21224 | Seattle Yachts - Annapolis

                2022 Jeanneau Sun Odyssey 440

                2017 Fountaine Pajot Helia 44 Evolution

                $299,000

                ↓ Price Drop

                $2,228/mo*

                Fort Pierce, FL 34945 | The Multihull Company

                2017 Fountaine Pajot Helia 44 Evolution
                • 1993 Hunter 26

                  $9,500

                  Miami, FL 33138 | Private Seller

                  1993 Hunter 26

                  2006 Passport 470

                  $425,000

                  $3,166/mo*

                  Tracys Landing, MD 20779 | North Point Yacht Sales

                  2006 Passport 470
                  • 1981 Bristol 40

                    $59,500

                    Charleston, SC 29401 | Lux Yachts

                    1981 Bristol 40

                    2006 Hake / Seaward 26RK

                    $45,000

                    $392/mo*

                    Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                    2006 Hake / Seaward 26RK

                    2026 Yamaha Boats 222SD

                    $85,999

                    $641/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Yamaha Boats 222SD

                    2026 Sun Tracker Party Barge 20 DLX

                    $44,475

                    $387/mo*

                    Columbus, OH 43224 | Sizzle Marine

                    2026 Sun Tracker Party Barge 20 DLX
                    • 1984 Hallberg-Rassy HR Kutter 94

                      $42,500

                      Milton, DE 19968 | Private Seller

                      1984 Hallberg-Rassy HR Kutter 94

                      2000 Island Packet 40

                      $130,000

                      ↓ Price Drop

                      Annapolis, MD 21403 | Seattle Yachts - Annapolis

                      2000 Island Packet 40

                      1995 Catalina 36 MkII

                      $72,000

                      Seattle, WA 98109 | Marine Servicenter

                      1995 Catalina 36 MkII

                      1993 Crowther 42

                      $129,000

                      Pensacola, FL 32501 | Edwards Yacht Sales

                      1993 Crowther 42
                      • 1982 Catalina 30

                        $12,850

                        Rogers City, MI 49779 | Private Seller

                        1982 Catalina 30

                        2013 Beneteau Oceanis 45

                        $245,000

                        ↓ Price Drop

                        $1,825/mo*

                        Panama City Beach, FL 32407 | Legendary Marine

                        2013 Beneteau Oceanis 45
                        • 2007 J Boats J/124

                          $210,000

                          $1,564/mo*

                          Newport Beach, CA 92663 | Seattle Yachts - San Diego

                          2007 J Boats J/124
                          • 1979 Custom Harris 33 Trimaran

                            $19,500

                            Linwood, MI 48732 | Private Seller

                            1979 Custom Harris 33 Trimaran

                            1994 Catalina 30 Tall Rig

                            $21,000

                            ↓ Price Drop

                            Traverse City, MI 49684 | Private Seller

                            1994 Catalina 30 Tall Rig
                            • 1985 Tayana 37

                              $45,000

                              Sequim, WA 98382 | United Yacht Sales - Pacific Northwest, Western Canada and BC

                              1985 Tayana 37
                              • 2017 Jeanneau Sun Odyssey 419

                                $189,000

                                $1,408/mo*

                                Port Canaveral, FL 32920 | Private Seller

                                2017 Jeanneau Sun Odyssey 419
                                • 2004 Beneteau Oceanis 423

                                  $129,000

                                  Vero Beach, FL 32960 | United Yacht Sales - Florida SE Coast

                                  2004 Beneteau Oceanis 423
                                  • 2002 Lagoon 410

                                    $190,000

                                    Saint Augustine, FL 32084 | The Multihull Company

                                    2002 Lagoon 410
                                    • 1979 Shannon 38

                                      $69,900

                                      West Palm Beach, FL 33404 | The Multihull Company

                                      1979 Shannon 38
                                      • 1968 Morgan 41' Classic

                                        $20,000

                                        Michigan City, IN 46360 | Private Seller

                                        1968 Morgan 41' Classic
                                        • 1991 Custom Horacio Carabelli Schooner

                                          $199,000

                                          Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                          1991 Custom Horacio Carabelli Schooner
                                          • 1984 Cheoy Lee Pedrick

                                            $57,000

                                            San Diego, CA 92109 | Private Seller

                                            1984 Cheoy Lee Pedrick

                                            1999 PDQ 36

                                            $99,900

                                            ↓ Price Drop

                                            Brunswick, GA 31520 | Dunbar Yachts

                                            1999 PDQ 36
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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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