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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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349 more Makes...
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    For Sale By
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    3,177 boats
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      2026 Lagoon Eighty 2

      Request a Price

      Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

      2026 Lagoon Eighty 2
      Dealer Logo

      2026 Lagoon Eighty 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon Eighty 2
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      Annapolis, MD 21403 | ACY Yachts Annapolis

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      2011 Privilege 495 Owners Edition

      $894,999

      ↓ Price Drop

      $6,668/mo*

      St Augustine, FL 32084 | Edwards Yacht Sales

      2011 Privilege 495 Owners Edition

      2000 Taswell 44 All Season

      $295,000

      Brunswick, GA 31520 | Engel Volkers Yachting Americas

      2000 Taswell 44 All Season

      1984 Beneteau First 38.5

      $29,000

      Humacao, PR | Engel Volkers Yachting Americas

      1984 Beneteau First 38.5

      2012 Beneteau 43

      $165,000

      $1,229/mo*

      Port Salerno, FL 34997 | Ward Yacht Sales

      2012 Beneteau 43

      1976 Palmer Johnson 42

      $64,400

      Kewaunee, WI 54216 | Engel Volkers Yachting Americas

      1976 Palmer Johnson 42

      1996 Catalina 270

      $10,000

      St Simons Island, GA 31522 | Engel Volkers Yachting Americas

      1996 Catalina 270
      • 2006 Lagoon 410-S2

        $215,000

        $1,602/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410-S2

        1994 Beneteau Oceanis 400

        $45,000

        ↓ Price Drop

        Miami, FL 33133 | Private Seller

        1994 Beneteau Oceanis 400

        1989 Custom Schooner Liveaboard

        $95,000

        ↓ Price Drop

        Shady Side, MD 20778 | YachtSalesInternational.Com

        1989 Custom Schooner Liveaboard

        2014 Gemini Legacy 35

        $159,900

        $1,191/mo*

        San Diego, CA 92106 | Intrepid Yachts

        2014 Gemini Legacy 35

        1982 Hunter 25

        $7,900

        Memphis, TN 38111 | Rooke Sails

        1982 Hunter 25

        1981 Pearson 36

        $25,000

        St Simons Island, GA 31522 | Engel Volkers Yachting Americas

        1981 Pearson 36
        • 2023 Rapido 60

          $2,200,000

          $16,390/mo*

          Commerce, GA 30529 | Private Seller

          2023 Rapido 60

          1980 Pearson 424 Ketch

          $34,999

          ↓ Price Drop

          Titusville, FL 32796 | Yacht Masters

          1980 Pearson 424 Ketch

          1938 Alden Custom Design & 2008-2011 by Rockport Marine

          $995,000

          ↓ Price Drop

          Charleston, SC 29403 | Lyman-Morse Yacht Brokerage

          1938 Alden Custom Design & 2008-2011 by Rockport Marine
          • 2003 Leopard 47

            $210,000

            Fajardo, PR 00773 | The Multihull Company

            2003 Leopard 47
            • 1986 Wauquiez Centurion 47

              $99,000

              Marion, MA 02738 | Sailboats Northeast

              1986 Wauquiez Centurion 47
              • 1998 Catalina 400

                $124,900

                St Simons Island, GA 31522 | Dunbar Yachts

                1998 Catalina 400
                • 2005 Lagoon 440

                  $230,000

                  Charleston, SC 29401 | The Multihull Company

                  2005 Lagoon 440

                  1991 J Boats J/22

                  $3,900

                  Gilford, NH 03249 | Fay's Boat Yard, Inc.

                  1991 J Boats J/22

                  1998 Oyster 485 Deck Saloon

                  $355,000

                  Brunswick, GA 31520 | Engel Volkers Yachting Americas

                  1998 Oyster 485 Deck Saloon
                  • 1984 Wauquiez Hood 38 MK II

                    $59,800

                    Green Cove Springs, FL 32043 | McNally Yacht Sales

                    1984 Wauquiez Hood 38 MK II
                    • 2001 Alerion 28

                      $40,000

                      Gilford, NH 03249 | Fay's Boat Yard, Inc.

                      2001 Alerion 28
                      • 1990 Bristol 47.7

                        $149,000

                        Bowdoinham, ME 04008 | Sailboats Northeast

                        1990 Bristol 47.7

                        1997 Island Packet 29

                        $59,000

                        ↓ Price Drop

                        Savannah, GA 31401 | Adventure Yacht Sales

                        1997 Island Packet 29
                        • 2000 Crowther Catamaran

                          $80,900

                          Dighton, MA 02715 | The Multihull Source

                          2000 Crowther Catamaran
                          • 2019 Beneteau Oceanis 38.1

                            $198,000

                            $1,475/mo*

                            Newport Beach, CA 92660 | Newport Beach Yacht Sales

                            2019 Beneteau Oceanis 38.1
                            • 2026 Fountaine Pajot 48

                              $1,191,360

                              $8,875/mo*

                              Newport, RI 02840 | ACY Yachts

                              2026 Fountaine Pajot 48
                              • 1993 Freedom FREEDOM 35

                                $49,500

                                Rockport, ME 04856 | Lyman-Morse Yacht Brokerage

                                1993 Freedom FREEDOM 35
                                • 1986 Baba 35

                                  $49,000

                                  Beaufort, NC 28516 | Beaufort Yacht Sales

                                  1986 Baba 35
                                  • 1972 Rhodes 53 Motorsailor

                                    $129,000

                                    Ponce Inlet, FL 32127 | McNally Yacht Sales

                                    1972 Rhodes 53 Motorsailor
                                    • 2028 Dynamic Project Garfield

                                      $35,000,000

                                      $260,745/mo*

                                      Savannah, GA 31401 | Capstan Yachts

                                      2028 Dynamic Project Garfield
                                      Dealer Logo
                                      • 1989 Custom Schooner Liveaboard

                                        $95,000

                                        $708/mo*

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

                                        1989 Custom Schooner Liveaboard
                                        Dealer Logo
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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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