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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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    4,018 boats
    Sort: Recommended
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    • Recently Updated: Newest first
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    • Price: High to Low
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      1934 Custom Schooner

      $865,000

      $6,383/mo*

      Port Angeles, WA 98362 | Seacraft Yacht Sales, Inc

      1934 Custom Schooner
      Dealer Logo

      1983 Thackwray Custom Pilothouse Motorsailer

      $649,000

      $4,789/mo*

      Wrangell, AK 99929 | Chuck Hovey Yachts- Seattle

      1983 Thackwray Custom Pilothouse Motorsailer
      Dealer Logo

      1977 Custom 80 Brigantine

      $1,350,000

      $9,962/mo*

      Long Beach, CA 90802 | Rick Obey Yacht Sales

      1977 Custom 80 Brigantine
      Dealer Logo

      2000 Taswell 44 All Season

      $279,000

      ↓ Price Drop

      Brunswick, GA 31520 | Engel Volkers Yachting Americas

      2000 Taswell 44 All Season

      1997 Seawind 1000

      $119,000

      Richmond Hill, GA 31324 | Engel Volkers Yachting Americas

      1997 Seawind 1000

      1998 Oyster 485 Deck Saloon

      $329,000

      ↓ Price Drop

      Brunswick, GA 31520 | Engel Volkers Yachting Americas

      1998 Oyster 485 Deck Saloon

      1984 Beneteau First 38.5

      $23,000

      ↓ Price Drop

      Humacao, PR | Engel Volkers Yachting Americas

      1984 Beneteau First 38.5
      • 1988 Cabo Rico 38XL

        $88,500

        Rockport, ME 04856 | Lyman-Morse Yacht Brokerage

        1988 Cabo Rico 38XL

        1995 Moody 38

        $79,900

        ↓ Price Drop

        St Marys, GA 31558 | Engel Volkers Yachting Americas

        1995 Moody 38

        1989 Catalina 42

        $50,500

        ↓ Price Drop

        Fort Lauderdale, FL 33301 | NMG Yacht Sales

        1989 Catalina 42
        • 1995 PDQ 32 LRC

          $65,000

          Miami Beach, FL | Just Catamarans, Inc

          1995 PDQ 32 LRC

          1986 Endeavour 42 CC

          $49,000

          Mount Desert, ME 04660 | Engel Volkers Yachting Americas

          1986 Endeavour 42 CC

          1976 Palmer Johnson 42

          $64,400

          Kewaunee, WI 54216 | Engel Volkers Yachting Americas

          1976 Palmer Johnson 42
          • 2002 Alerion Express 28

            $64,900

            Orleans, MA 02647 | K. McCann Yacht Sales

            2002 Alerion Express 28

            1999 Island Packet 45

            $169,900

            ↓ Price Drop

            Port Charlotte, FL 33981 | CJ Yacht Sales

            1999 Island Packet 45
            • 2004 Jeanneau Sun Odyssey 43 DS

              $139,000

              Annapolis, MD 21401 | Seattle Yachts - Annapolis

              2004 Jeanneau Sun Odyssey 43 DS

              2014 Gemini Legacy 35

              $169,950

              ↓ Price Drop

              $1,254/mo*

              Panama City Beach, FL 32407 | Great Southern Yacht Company

              2014 Gemini Legacy 35
              • 1986 Stephens Deck Saloon

                $325,000

                Portsmouth, RI 02871 | David Walters Yachts

                1986 Stephens Deck Saloon

                2026 Dufour 37

                $297,000

                $2,192/mo*

                San Diego, CA 92106 | ACY Yachts

                2026 Dufour 37

                2005 Hunter 31

                $29,000

                St Simons Island, GA 31522 | Engel Volkers Yachting Americas

                2005 Hunter 31

                1986 Tartan 34-2

                $29,900

                Jekyll Island, GA 31527 | Engel Volkers Yachting Americas

                1986 Tartan 34-2

                1986 Cape Dory MS300

                $29,000

                Fort Myers, FL 33901 | Grand Slam Yacht Sales Inc

                1986 Cape Dory MS300
                • 1967 Hinckley Bermuda 40

                  $195,000

                  Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                  1967 Hinckley Bermuda 40

                  2016 Jeanneau 54

                  $350,000

                  $2,583/mo*

                  Key Largo, FL 33037 | McNally Yacht Sales

                  2016 Jeanneau 54

                  1987 Bristol 41.1 Aft Cockpit

                  $74,499

                  ↓ Price Drop

                  St Augustine, FL 32084 | Edwards Yacht Sales

                  1987 Bristol 41.1 Aft Cockpit
                  • 1989 Custom Schooner Liveaboard

                    $95,000

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

                    1989 Custom Schooner Liveaboard
                    • 1971 Formosa 41

                      $79,000

                      Emeryville, CA 94608 | Rubicon Yachts

                      1971 Formosa 41
                      • 2009 Class 40 Akilaria RC2

                        $169,000

                        $1,247/mo*

                        Savannah, GA 31401 | Engel Volkers Yachting Americas

                        2009 Class 40 Akilaria RC2
                        • 1987 Hans Christian Cristina 40

                          $79,500

                          Superior, WI 54880 | Barker's Island Marina

                          1987 Hans Christian Cristina 40
                          • 1999 Catalina 320

                            $59,000

                            Pine Beach, NJ 08741 | Shore Point Marina & Yacht Sales, Inc.

                            1999 Catalina 320

                            2005 Manta 42 MkII

                            $285,000

                            ↓ Price Drop

                            Fort Pierce, FL 34945 | Onewater Yacht Group - Palm Beach

                            2005 Manta 42 MkII

                            2002 Hunter 380

                            $49,000

                            ↓ Price Drop

                            Rock Hall, MD 21661 | Salt Yacht Brokerage Company

                            2002 Hunter 380
                            • 1980 Whitby Aux Sailing Ketch

                              $25,000

                              Hancock, ME 04640 | Private Seller

                              1980 Whitby Aux Sailing Ketch

                              1999 Beneteau 411

                              $112,500

                              ↓ Price Drop

                              Hyannis Port, MA 02647 | K. McCann Yacht Sales

                              1999 Beneteau 411
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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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