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  • Home//
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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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    3,188 boats
    Sort: Recommended
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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

      2001 Vitters Aft Cockpit

      $11,500,000

      $85,673/mo*

      West Palm Beach, FL 33401 | Luke Brown Yachts - Ft. Lauderdale

      2001 Vitters Aft Cockpit
      Dealer Logo

      1975 Cape George 36

      $89,500

      San Pedro, CA 90731 | Seattle Yachts - Los Angeles

      1975 Cape George 36

      1985 Beneteau First 325

      $21,500

      Washington, NC 27889 | McCotters Marina

      1985 Beneteau First 325

      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

        1994 Beneteau Oceanis 400

        $45,000

        ↓ Price Drop

        Miami, FL 33133 | Private Seller

        1994 Beneteau Oceanis 400

        1982 Pearson 323 Pearson

        $24,500

        Washington, NC 27889 | McCotters Marina

        1982 Pearson 323 Pearson
        • 1990 Contessa 32

          $59,000

          San Francisco, CA 94107 | Rubicon Yachts

          1990 Contessa 32

          2007 Reichel/Pugh 2007

          $895,000

          $6,668/mo*

          Portsmouth, RI 02871 | Northrop and Johnson

          2007 Reichel/Pugh 2007

          1989 Pacific Seacraft 34

          $69,900

          St Petersburg, FL 33701 | CJ Yacht Sales

          1989 Pacific Seacraft 34

          1986 Tartan 34-2

          $29,900

          Saint Marys, GA 31558 | Engel Volkers Yachting Americas

          1986 Tartan 34-2

          2014 Gemini Legacy 35

          $159,900

          $1,191/mo*

          San Diego, CA 92106 | Intrepid Yachts

          2014 Gemini Legacy 35

          1989 Custom Schooner Liveaboard

          $95,000

          ↓ Price Drop

          Shady Side, MD 20778 | YachtSalesInternational.Com

          1989 Custom Schooner Liveaboard

          1984 O'Day 222

          $4,000

          Washington, NC 27889 | McCotters Marina

          1984 O'Day 222

          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
          • 1983 O'Day 39

            $29,000

            Dennis, MA 02641 | Sailboats Northeast

            1983 O'Day 39

            1972 Morgan 35

            $11,500

            Washington, NC 27889 | McCotters Marina

            1972 Morgan 35
            • 2023 Rapido 60

              $2,200,000

              $16,390/mo*

              Commerce, GA 30529 | Private Seller

              2023 Rapido 60
              • 1983 Cape Dory 28

                $24,000

                Ogunquit, ME 03907 | Sailboats Northeast

                1983 Cape Dory 28
                • 1980 Pearson 424 Ketch

                  $34,999

                  Titusville, FL 32796 | Yacht Masters

                  1980 Pearson 424 Ketch
                  • 1996 Amel Super Maramu 53

                    $299,000

                    Westbrook, CT 06498 | McMichael Yacht Brokers LTD.

                    1996 Amel Super Maramu 53

                    1982 Watkins 27 Pirate Ship!

                    $4,999

                    Washington, NC 27889 | McCotters Marina

                    1982 Watkins 27 Pirate Ship!
                    • 2003 Leopard 47

                      $210,000

                      Fajardo, PR 00773 | The Multihull Company

                      2003 Leopard 47

                      1991 Taswell Sloop

                      $165,000

                      ↓ Price Drop

                      Ventura, CA 93001 | Real Yacht & Ship Sales, Inc.

                      1991 Taswell Sloop

                      2026 Dufour 48

                      $873,123

                      ↓ Price Drop

                      $6,505/mo*

                      Fort Lauderdale, FL 33304 | ACY Yachts

                      2026 Dufour 48
                      • 2004 Beneteau First 44.7

                        $130,000

                        Annapolis, MD 21403 | North Point Yacht Sales

                        2004 Beneteau First 44.7
                        • 2005 Lagoon 440

                          $230,000

                          Charleston, SC 29401 | The Multihull Company

                          2005 Lagoon 440
                          • 2011 Morris M29

                            $185,000

                            $1,378/mo*

                            Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                            2011 Morris M29

                            2011 Catalina 445

                            $284,600

                            $2,120/mo*

                            Fort Pierce, FL 34950 | United Yacht Sales

                            2011 Catalina 445
                            • 1993 Hunter 26

                              $8,000

                              Miami, FL 33138 | Private Seller

                              1993 Hunter 26

                              1998 Fountaine Pajot Athena

                              $95,000

                              ↓ Price Drop

                              Cape Coral, FL 33904 | Private Seller

                              1998 Fountaine Pajot Athena

                              1966 Pearson Vanguard

                              $6,900

                              Washington, NC 27889 | McCotters Marina

                              1966 Pearson Vanguard
                              • 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

                                  St Thomas, VI | ACY Yachts St. Thomas

                                  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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