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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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352 more Makes...
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    For Sale By
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    3,220 boats
    Sort: Recommended
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      2026 Lagoon Eighty 2

      Request a Price

      Fajardo, PR | Atlas Yacht Sales, LLC

      2026 Lagoon Eighty 2
      Dealer Logo

      1998 Custom Kelly Archer

      $1,290,000

      $9,610/mo*

      Newport, RI 02840 | ACY Yachts - Marina Del Rey

      1998 Custom Kelly Archer
      Dealer Logo

      2005 Jongert 2900M

      $1,995,000

      $14,862/mo*

      West Palm Beach, FL | Northrop & Johnson Yachts

      2005 Jongert 2900M
      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
              • 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

                  1998 Fountaine Pajot Athena

                  $95,000

                  ↓ Price Drop

                  Cape Coral, FL 33904 | Private Seller

                  1998 Fountaine Pajot Athena
                  • 2010 Gemini 105Mc

                    $99,500

                    $741/mo*

                    Westport Point, MA 02791 | Tripp Marine Group

                    2010 Gemini 105Mc
                    • 1989 Morgan 44 Center Cockpit

                      $75,000

                      Bayboro, NC 28515 | Adventure Yacht Sales

                      1989 Morgan 44 Center Cockpit

                      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
                        • 1986 Covey Island 38

                          $49,500

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

                          1986 Covey Island 38
                          • 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
                                  • 1989 Little Harbor Ted Hood 58’9 sloop

                                    $675,000

                                    Pompano Beach, FL 33064 | Private Seller

                                    1989 Little Harbor Ted Hood 58’9 sloop
                                    • 2000 Crowther Catamaran

                                      $80,900

                                      Dighton, MA 02715 | The Multihull Source

                                      2000 Crowther Catamaran
                                      • 1966 Cheoy Lee 36 Offshore Flying Buffalo

                                        $67,800

                                        Fairhope, AL 36532 | Marine Group - Emerald Coast

                                        1966 Cheoy Lee 36 Offshore Flying Buffalo
                                        • 2026 Lagoon Eighty 2

                                          Request a Price

                                          Fort Lauderdale, FL 33301 | Atlas Yacht Sales, LLC

                                          2026 Lagoon Eighty 2
                                          Dealer Logo
                                          • 2027 Fountaine Pajot Thira 80

                                            Request a Price

                                            Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

                                            2027 Fountaine Pajot Thira 80
                                            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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