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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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310 more Makes...
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    2,384 boats
    Sort: Recommended
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      • 1971 Nautor Swan 43 Sloop

        $63,000

        Portsmouth, RI 02871 | Luke Brown Yachts

        1971 Nautor Swan 43 Sloop
        • 2002 Beneteau Oceanis 42CC

          $119,000

          San Diego, CA 92101 | Marine Servicenter - San Diego

          2002 Beneteau Oceanis 42CC
          • 1998 Beneteau Oceanis 50

            $149,000

            Lake Worth Beach, FL 33462 | United Yacht Sales - Florida SE Coast

            1998 Beneteau Oceanis 50
            • 1986 Cape Dory Motorsailer 300

              $39,000

              LaPointe, WI 54850 | Big Water Boats

              1986 Cape Dory Motorsailer 300

              1995 Beneteau Oceanis 440

              $76,000

              ↓ Price Drop

              Fort Pierce, FL 34950 | Private Seller

              1995 Beneteau Oceanis 440
              • 2017 Fountaine Pajot Lucia 40

                $349,000

                $2,600/mo*

                Fort Lauderdale, FL 33301 | The Multihull Company

                2017 Fountaine Pajot Lucia 40
                • 1982 Catalina 30

                  $12,850

                  Rogers City, MI 49779 | Private Seller

                  1982 Catalina 30
                  • 2012 Lagoon 400

                    $225,000

                    $1,676/mo*

                    Fort Lauderdale, FL 33306 | The Multihull Company

                    2012 Lagoon 400

                    1955 Classic Custom Full Keel Ketch

                    $45,000

                    Galesville, MD 20765 | North Point Yacht Sales

                    1955 Classic Custom Full Keel Ketch
                    • 2007 Beneteau 423

                      $119,000

                      $887/mo*

                      Vero Beach, FL 32963 | Private Seller

                      2007 Beneteau 423
                      • 2003 Catalina 42 MkII

                        $135,000

                        Newport, OR 97365 | Private Seller

                        2003 Catalina 42 MkII

                        1987 Oyster 46.5

                        $145,000

                        Racine, WI 53402 | Racine Riverside Marine, Inc.

                        1987 Oyster 46.5
                        • 2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

                          $249,900

                          $1,862/mo*

                          Summerland Key, FL 33042 | The Multihull Company

                          2014 Fountaine Pajot Mahe 36 Evolution - Owner's Version

                          2006 Hake / Seaward 26RK

                          $40,000

                          ↓ Price Drop

                          $348/mo*

                          Lewis Center, OH 43035 | Manitowoc Marina and Nestegg Marine

                          2006 Hake / Seaward 26RK

                          2022 Vexus AVX1980

                          $48,995

                          $427/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2022 Vexus AVX1980

                          2026 Crestliner 1650 Kodiak

                          $29,291

                          $255/mo*

                          Fredericktown, OH 43019 | Knox Marine - Ltd

                          2026 Crestliner 1650 Kodiak

                          1995 Kelly Dashew KELLY ARCHER

                          $895,000

                          Valdez, AK 99686 | Seattle Yachts - Los Angeles

                          1995 Kelly Dashew KELLY ARCHER
                          • 1985 Dickerson Dickerson 37

                            $19,000

                            Quincy, MA 02170 | Private Seller

                            1985 Dickerson Dickerson 37

                            1994 Island Packet 35

                            $89,000

                            ↓ Price Drop

                            Blaine, WA 98230 | Marine Servicenter

                            1994 Island Packet 35
                            • 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

                              2003 Leopard 47

                              $210,000

                              ↓ Price Drop

                              Fajardo, PR 00773 | The Multihull Company

                              2003 Leopard 47
                              • 2022 Bali 4.8

                                $220,000

                                $1,639/mo*

                                Tortola, FL 33101 | Private Seller

                                2022 Bali 4.8
                                • 2000 Beneteau Oceanis 40

                                  $99,900

                                  Green Cove Springs, FL 32043 | St. Barts Yacht Sales

                                  2000 Beneteau Oceanis 40

                                  2004 Custom 105mc

                                  $83,000

                                  ↓ Price Drop

                                  Kemah, TX 77565 | Private Seller

                                  2004 Custom 105mc
                                  • 2005 Hunter Passage 456

                                    $225,000

                                    $1,676/mo*

                                    Brunswick, GA 31520 | Private Seller

                                    2005 Hunter Passage 456
                                    • 1981 Endeavour 43

                                      $69,800

                                      Fort Pierce, FL 34950 | United Yacht Sales

                                      1981 Endeavour 43
                                      • 1987 Morgan Classic 41

                                        $99,000

                                        Key Biscayne, FL 33149 | Private Seller

                                        1987 Morgan Classic 41

                                        1993 Crowther 42

                                        $129,000

                                        Pensacola, FL 32501 | Edwards Yacht Sales

                                        1993 Crowther 42

                                        1990 Hunter Passage 42

                                        $44,900

                                        ↓ Price Drop

                                        St Augustine, FL 32084 | Edwards Yacht Sales

                                        1990 Hunter Passage 42

                                        1980 Custom Horstman Tristar Ketch

                                        $65,000

                                        ↓ Price Drop

                                        Deltaville, VA 23043 | The Multihull Company

                                        1980 Custom Horstman Tristar Ketch
                                        • 1991 Custom Horacio Carabelli Schooner

                                          $199,000

                                          Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                          1991 Custom Horacio Carabelli Schooner
                                          • 1990 Catalina 30

                                            $19,000

                                            Pick City, ND 58545 | Private Seller

                                            1990 Catalina 30

                                            2018 Nautor Swan 54

                                            $1,450,000

                                            $10,802/mo*

                                            Annapolis, MD 21401 | North Point Yacht Sales

                                            2018 Nautor Swan 54
                                            • 2013 Fountaine Pajot Lipari 41

                                              $309,000

                                              $2,302/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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