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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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    3,182 boats
    Sort: Recommended
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      1983 Palmer Johnson 110 Cruising Sloop

      $2,250,000

      $16,762/mo*

      Fort Lauderdale, FL 33316 | Luke Brown Yachts - Ft. Lauderdale

      1983 Palmer Johnson 110 Cruising Sloop
      Dealer Logo

      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

      2011 Privilege 495 Owners Edition

      $894,999

      ↓ Price Drop

      $6,668/mo*

      St Augustine, FL 32084 | Edwards Yacht Sales

      2011 Privilege 495 Owners Edition

      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

        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 Morris M36

                              $385,000

                              Marion, MA 02738 | Hinckley Yacht Brokerage

                              2005 Morris M36
                              • 1999 Custom International Americas Cup Class USCG Certified 20 pax

                                $285,000

                                $2,123/mo*

                                Rio Vista, CA 94571 | Rubicon Yachts

                                1999 Custom International Americas Cup Class USCG Certified 20 pax
                                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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