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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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    3,161 boats
    Sort: Recommended
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      2028 Dynamic Project Garfield

      $35,000,000

      $260,745/mo*

      Savannah, GA 31401 | Capstan Yachts

      2028 Dynamic Project Garfield
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $14,862/mo*

      West Palm Beach, FL | Northrop & Johnson Yachts

      2005 Jongert 2900M
      Dealer Logo

      2027 Fountaine Pajot Thira 80

      Request a Price

      Saint Petersburg, FL 33701 | ACY Yachts St. Petersburg

      2027 Fountaine Pajot Thira 80
      Dealer Logo

      1976 Tayana 37

      $29,000

      Washington, NC 27889 | McCotters Marina

      1976 Tayana 37
      • 2006 Lagoon 410-S2

        $215,000

        $1,602/mo*

        Vero Beach, FL 32960 | The Multihull Company

        2006 Lagoon 410-S2
        • 1981 Mason 43

          $79,900

          Gloucester Point, VA 23062 | YaZu Yachting

          1981 Mason 43

          1997 Jeanneau Sun Odyssey 36.2

          $59,000

          Emeryville, CA 94608 | Rubicon Yachts

          1997 Jeanneau Sun Odyssey 36.2

          1994 Beneteau Oceanis 400

          $45,000

          ↓ Price Drop

          Miami, FL 33133 | Private Seller

          1994 Beneteau Oceanis 400
          • 2007 Beneteau 393

            $124,000

            $924/mo*

            Marathon, FL 33050 | Edwards Yacht Sales

            2007 Beneteau 393

            1982 Watkins 27 Pirate Ship!

            $4,999

            Washington, NC 27889 | McCotters Marina

            1982 Watkins 27 Pirate Ship!
            • 1987 Hunter Legend 35

              $19,500

              Melbourne, FL 32901 | Private Seller

              1987 Hunter Legend 35

              1981 Valiant Cutter

              $65,789

              Seattle, WA 98119 | West Yachts LLC

              1981 Valiant Cutter

              1969 Allied Greenwich 24

              $3,700

              Harborside, ME 04642 | Metinic Yacht Brokers

              1969 Allied Greenwich 24

              1990 Ericson 32-200

              $22,500

              ↓ Price Drop

              Marco Island, FL 34145 | Private Seller

              1990 Ericson 32-200

              1996 Catalina 270

              $10,000

              St Simons Island, GA 31522 | Engel Volkers Yachting Americas

              1996 Catalina 270
              • 1988 Quickstep 24

                $3,500

                Oak Bluffs, MA 02557 | Lawson Yachts LLC

                1988 Quickstep 24
                • 1987 Island Packet 38

                  $33,500

                  Indiantown, FL 34956 | Adventure Yacht Sales

                  1987 Island Packet 38
                  • 1983 O'Day 39

                    $29,000

                    Dennis, MA 02641 | Sailboats Northeast

                    1983 O'Day 39
                    • 1992 Hunter Passage

                      $88,000

                      West Palm Beach, FL 33401 | Private Seller

                      1992 Hunter Passage

                      2019 Lagoon 42

                      $379,000

                      $2,823/mo*

                      Fort Lauderdale, FL 33301 | The Multihull Company

                      2019 Lagoon 42
                      • 1984 Whitby 42 Ketch

                        $39,500

                        Boston, MA 02128 | Sailboats Northeast

                        1984 Whitby 42 Ketch

                        1998 Fountaine Pajot Athena

                        $95,000

                        ↓ Price Drop

                        Cape Coral, FL 33904 | Private Seller

                        1998 Fountaine Pajot Athena
                        • 1989 Morgan 44 Center Cockpit

                          $75,000

                          Bayboro, NC 28515 | Adventure Yacht Sales

                          1989 Morgan 44 Center Cockpit
                          • 1986 Covey Island 38

                            $49,500

                            Eliot, ME 03903 | Merri-Mar Yacht Basin, Inc

                            1986 Covey Island 38
                            • 1987 Morris Linda

                              $69,500

                              Fairhaven, MA 02719 | Lawson Yachts LLC

                              1987 Morris Linda

                              2015 Lagoon 380 S2

                              $295,000

                              $2,198/mo*

                              Vero Beach, FL 32960 | The Multihull Company

                              2015 Lagoon 380 S2
                              • 1983 Hinckley Sou'wester 42

                                $149,000

                                Wellfleet, MA 02667 | Denison Yachting

                                1983 Hinckley Sou'wester 42

                                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

                                1998 Oyster 485 Deck Saloon

                                $355,000

                                Brunswick, GA 31520 | Engel Volkers Yachting Americas

                                1998 Oyster 485 Deck Saloon
                                • 2011 Jeanneau Sun Odyssey 42 DS

                                  $189,000

                                  $1,408/mo*

                                  Seattle, WA 98109 | Marine Servicenter

                                  2011 Jeanneau Sun Odyssey 42 DS
                                  • 1991 Custom Horacio Carabelli Schooner

                                    $290,000

                                    Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                    1991 Custom Horacio Carabelli Schooner
                                    • 1987 Corsair F-27 #27

                                      $36,000

                                      Wareham, MA 02571 | The Multihull Source

                                      1987 Corsair F-27 #27

                                      1991 J Boats J/22

                                      $3,900

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

                                      1991 J Boats J/22
                                      • 2006 Custom Gemini 105 mc

                                        $79,900

                                        $595/mo*

                                        Moore Haven, FL 33471 | Private Seller

                                        2006 Custom Gemini 105 mc
                                        • 1977 Custom 80 Brigantine

                                          $998,000

                                          $7,435/mo*

                                          Long Beach, CA 90802 | Rick Obey Yacht Sales

                                          1977 Custom 80 Brigantine
                                          Dealer Logo
                                          • 2026 Lagoon Eighty 2

                                            Request a Price

                                            Kemah, TX 77565 | The Multihull Company

                                            2026 Lagoon Eighty 2
                                            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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