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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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282 more Makes...
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    2,137 boats
    Sort: Recommended
    • Recommended
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      • 2005 Hunter 36

        $74,999

        Jacksonville, FL 32250 | Private Seller

        2005 Hunter 36
        • 1989 Custom Schooner Liveaboard

          $165,900

          Shady Side, MD 20778 | YachtSalesInternational.Com

          1989 Custom Schooner Liveaboard
          • 1998 Hunter 310

            $34,999

            Wrightsville Beach, NC 28480 | Private Seller

            1998 Hunter 310
            • 1994 Catalina 30

              $21,000

              Traverse City, MI 49684 | Private Seller

              1994 Catalina 30

              1977 Custom 80 Brigantine

              $998,000

              Long Beach, CA 90802 | Rick Obey Yacht Sales

              1977 Custom 80 Brigantine
              • 1979 Rafiki 35

                $45,000

                Charleston, SC 29401 | Private Seller

                1979 Rafiki 35
                • 2005 Lagoon 440

                  $230,000

                  Saco, ME 04072 | The Multihull Company

                  2005 Lagoon 440
                  • 1981 Endeavour 43

                    $62,500

                    Fort Pierce, FL 34950 | United Yacht Sales

                    1981 Endeavour 43

                    2000 Gemini 105M

                    $73,000

                    ↓ Price Drop

                    San Diego, CA 92118 | Private Seller

                    2000 Gemini 105M
                    • 1994 Pacific Seacraft 34

                      $85,000

                      Southport, NC 28461 | Seattle Yachts - Annapolis

                      1994 Pacific Seacraft 34
                      • 1999 Oyster 53

                        $455,000

                        Seward, AK 99664 | Private Seller

                        1999 Oyster 53
                        • 1969 Allied Seabreeze 35

                          $39,900

                          Sister Bay, WI 54234 | YACHT WORKS

                          1969 Allied Seabreeze 35

                          2026 Yamaha Boats AR220

                          $60,999

                          $446/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Yamaha Boats AR220

                          2026 Tracker Pro Team 175

                          $29,140

                          $250/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Tracker Pro Team 175

                          2026 Yamaha Boats AR250

                          $78,499

                          $573/mo*

                          Columbus, OH 43224 | Sizzle Marine

                          2026 Yamaha Boats AR250
                          • 2013 Fountaine Pajot Lipari 41

                            $289,000

                            $2,111/mo*

                            Charleston, SC 29401 | The Multihull Company

                            2013 Fountaine Pajot Lipari 41
                            • 2009 MacGregor 26M

                              $18,900

                              Camano Island, WA 98282 | Private Seller

                              2009 MacGregor 26M

                              1996 Catalina 270

                              $10,000

                              ↓ Price Drop

                              St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                              1996 Catalina 270
                              • 2006 Jeanneau Sun Odyssey 49 DS

                                $145,000

                                $1,059/mo*

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

                                2006 Jeanneau Sun Odyssey 49 DS
                                • 2002 Lagoon 410

                                  $190,000

                                  Saint Augustine, FL 32084 | The Multihull Company

                                  2002 Lagoon 410
                                  • 1979 Schucker 436 Motorsailor

                                    $55,000

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

                                    1979 Schucker 436 Motorsailor
                                    • 2003 Wauquiez 40 Pilot Saloon

                                      $159,900

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

                                      2003 Wauquiez 40 Pilot Saloon
                                      • 1998 Fountaine Pajot Athena

                                        $125,000

                                        Cape Coral, FL 33904 | Private Seller

                                        1998 Fountaine Pajot Athena

                                        1980 C&C 34

                                        $9,000

                                        ↓ Price Drop

                                        San Diego, CA 92109 | Private Seller

                                        1980 C&C 34

                                        1979 Formosa 51

                                        $119,000

                                        Marina del Rey, CA 90292 | ACY Yachts

                                        1979 Formosa 51
                                        • 2005 Manta 42 MkII

                                          $299,000

                                          Fort Pierce, FL 34950 | Denison Yachting - Palm Beach

                                          2005 Manta 42 MkII

                                          1981 Pearson 36

                                          $25,000

                                          St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                                          1981 Pearson 36

                                          2000 Taswell 44 All Season

                                          $295,000

                                          Brunswick, GA 31520 | Engel Volkers Yachting Americas

                                          2000 Taswell 44 All Season
                                          • 2005 Beneteau First 47.7

                                            $279,000

                                            Germany Kiel, FL | Private Seller

                                            2005 Beneteau First 47.7
                                            • 1990 Cheoy Lee Sloop

                                              $459,000

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

                                              1990 Cheoy Lee Sloop

                                              2009 Brooklin Boat Yard 2009

                                              $2,850,000

                                              $20,815/mo*

                                              Newport, RI 02840 | Northrop and Johnson

                                              2009 Brooklin Boat Yard 2009
                                              • 1984 Tayana 37

                                                $54,900

                                                Palm Coast, FL 32164 | United Yacht Sales

                                                1984 Tayana 37
                                                • 2022 Bali 4.8

                                                  $220,000

                                                  $1,607/mo*

                                                  Tortola, FL 33101 | Private Seller

                                                  2022 Bali 4.8

                                                  1992 Reichel/Pugh 50

                                                  $95,000

                                                  San Diego, CA 92106 | Denison Yachting

                                                  1992 Reichel/Pugh 50
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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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