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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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    4,038 boats
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    • Price: High to Low
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      1983 Palmer Johnson 110 Cruising Sloop

      $2,250,000

      $16,604/mo*

      Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

      1983 Palmer Johnson 110 Cruising Sloop
      Dealer Logo

      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $260,000

      $1,919/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      1986 Stephens Deck Saloon

      $325,000

      $2,398/mo*

      Portsmouth, RI 02871 | David Walters Yachts

      1986 Stephens Deck Saloon
      Dealer Logo
      • 2003 Jeanneau Sun Odyssey 45.2

        $169,000

        San Diego, CA 92101 | ACY Yachts - Marina Del Rey

        2003 Jeanneau Sun Odyssey 45.2

        1976 Formosa FORMOSA 51

        $169,000

        Marina del Rey, CA 90292 | ACY Yachts - Marina Del Rey

        1976 Formosa FORMOSA 51
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28

          1986 Cape Dory MS300

          $29,000

          Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

          1986 Cape Dory MS300

          2014 Gemini Legacy 35

          $169,950

          ↓ Price Drop

          $1,254/mo*

          Panama City Beach, FL 32407 | Great Southern Yacht Company

          2014 Gemini Legacy 35
          • 1989 Custom Schooner Liveaboard

            $95,000

            Shady Side, MD 20778 | YachtSalesInternational.Com -Martin Bird Associates

            1989 Custom Schooner Liveaboard

            2027 Catamaran Cruisers Island Hopper

            $495,000

            ↓ Price Drop

            $3,653/mo*

            Newport, RI 02840 | Sail Away Catamarans Yacht Sales

            2027 Catamaran Cruisers Island Hopper

            1996 Blue Water 60 Ketch

            $98,900

            ↓ Price Drop

            Fort Lauderdale, FL 33301 | Rick Obey Yacht Sales

            1996 Blue Water 60 Ketch
            • 1986 Cape Dory Motorsailer 300

              $39,000

              LaPointe, WI 54850 | Big Water Boats

              1986 Cape Dory Motorsailer 300
              • 1998 Beneteau Oceanis 50

                $149,000

                Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                1998 Beneteau Oceanis 50
                • 1989 Tayana 55

                  $189,900

                  Deltaville, VA 23043 | YaZu Yachting

                  1989 Tayana 55

                  1959 Sparkman & Stephens Custom 46

                  $174,900

                  Mattapoisett, MA 02739 | Mattapoisett Yacht Sales

                  1959 Sparkman & Stephens Custom 46

                  2019 Lagoon 42

                  $379,000

                  $2,797/mo*

                  Fort Lauderdale, FL 33301 | The Multihull Company

                  2019 Lagoon 42

                  1999 Beneteau Oceanis 381

                  $62,999

                  Yarmouth, ME 04096 | Northstar Yacht Sales, LLC

                  1999 Beneteau Oceanis 381
                  • 2015 Corsair Dash 750MKII

                    $55,900

                    $413/mo*

                    Navarre, FL 32566 | Windcraft Multihulls

                    2015 Corsair Dash 750MKII

                    2026 Fountaine Pajot FP55 Catamaran

                    $2,486,834

                    $18,351/mo*

                    Annapolis, MD 21403 | ACY Yachts

                    2026 Fountaine Pajot FP55 Catamaran
                    • 1994 Beneteau Oceanis 400

                      $45,000

                      Miami, FL 33133 | Private Seller

                      1994 Beneteau Oceanis 400
                      • 2010 Gemini 105Mc

                        $99,500

                        $734/mo*

                        Westport Point, MA 02791 | Tripp Marine Group

                        2010 Gemini 105Mc

                        1991 Beneteau Oceanis 50

                        $89,500

                        ↓ Price Drop

                        Key Largo, FL 33037 | United Yacht Sales

                        1991 Beneteau Oceanis 50

                        1969 Allied Greenwich 24

                        $3,700

                        Harborside, ME 04642 | Metinic Yacht Brokers

                        1969 Allied Greenwich 24
                        • 1989 Island Packet 38

                          $79,900

                          Solomons, MD 20688 | Adventure Yacht Sales

                          1989 Island Packet 38

                          1990 Island Packet 35

                          $55,000

                          ↓ Price Drop

                          Highland Beach, FL 33487 | Edwards Yacht Sales

                          1990 Island Packet 35
                          • 2006 Lagoon 440

                            $299,500

                            $2,210/mo*

                            Hayes, VA 23072 | Severn Yachting Center

                            2006 Lagoon 440
                            • 2022 Lagoon 46

                              $779,000

                              $5,749/mo*

                              Fort Lauderdale, FL 33316 | Yachts International

                              2022 Lagoon 46
                              • 1992 Dragonfly 800 Swing Wing

                                $39,000

                                Port Orange, FL 32129 | Windcraft Multihulls

                                1992 Dragonfly 800 Swing Wing
                                • 2009 MacGregor 26M

                                  $18,900

                                  Camano Island, WA 98282 | Private Seller

                                  2009 MacGregor 26M
                                  • 2005 Gemini 105Mc

                                    $83,500

                                    Saint James, NC 28461 | Private Seller

                                    2005 Gemini 105Mc

                                    1985 Pacific Seacraft Dana 24

                                    $25,000

                                    ↓ Price Drop

                                    Homestead, FL 33033 | Private Seller

                                    1985 Pacific Seacraft Dana 24
                                    • 2001 Seawind 1000xl

                                      $49,000

                                      Summerland key, FL 33042 | Private Seller

                                      2001 Seawind 1000xl
                                      • 1956 Vic Franck Custom Seaborn

                                        $20,000

                                        Seattle, WA 98109 | Private Seller

                                        1956 Vic Franck Custom Seaborn

                                        2006 Hunter 38

                                        $45,000

                                        ↓ Price Drop

                                        $389/mo*

                                        Highland Beach, FL 33487 | McNally Yacht Sales

                                        2006 Hunter 38
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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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