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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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    3,638 boats
    Sort: Recommended
    • Recommended
    • Recently Updated: Newest first
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    • Price: High to Low
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      2011 Alia Yachts Warwick 82 LK

      $1,995,000

      $14,722/mo*

      Wickford, RI 02852 | Northrop & Johnson Yachts-Ships LLC

      2011 Alia Yachts Warwick 82 LK
      Dealer Logo

      1999 Custom International Americas Cup Class USCG Certified 20 pax

      $285,000

      $2,103/mo*

      Rio Vista, CA 94571 | Rubicon Yachts

      1999 Custom International Americas Cup Class USCG Certified 20 pax
      Dealer Logo

      2027 Fountaine Pajot Power 80

      Request a Price

      Fort Lauderdale, FL 33301 | ACY Yachts Fort Lauderdale

      2027 Fountaine Pajot Power 80
      Dealer Logo

      2017 Beneteau Oceanis 38.1

      $179,000

      ↓ Price Drop

      $1,321/mo*

      Fort Pierce, FL 34950 | McNally Yacht Sales

      2017 Beneteau Oceanis 38.1

      2017 Bali 4.0

      $368,000

      $2,716/mo*

      Stuart, FL 34996 | McNally Yacht Sales

      2017 Bali 4.0
      • 1989 Custom Schooner Liveaboard

        $95,000

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

        1989 Custom Schooner Liveaboard

        2010 Valiant 42 CE/SE

        $299,999

        $2,214/mo*

        Gloucester Point, VA 23062 | Ward Yacht Sales

        2010 Valiant 42 CE/SE

        1987 Irwin 44

        $49,900

        Hampton, VA 23664 | Bay Harbor Brokerage, Inc.

        1987 Irwin 44
        • 2002 Alerion Express 28

          $64,900

          Orleans, MA 02647 | K. McCann Yacht Sales

          2002 Alerion Express 28

          2019 Lagoon 42

          $379,000

          $2,797/mo*

          Fort Lauderdale, FL 33301 | The Multihull Company

          2019 Lagoon 42
          • 2002 Catalina 36 MkII

            $89,900

            Ludington, MI | Sail Place Inc

            2002 Catalina 36 MkII

            2013 Gemini Legacy

            $145,000

            ↓ Price Drop

            $1,070/mo*

            West Palm Beach, FL 33403 | McNally Yacht Sales

            2013 Gemini Legacy
            • 1994 Beneteau Oceanis 400

              $45,000

              Miami, FL 33133 | Private Seller

              1994 Beneteau Oceanis 400
              • 1987 Hunter Legend 35

                $19,500

                Melbourne, FL 32901 | Private Seller

                1987 Hunter Legend 35

                1956 Vic Franck Custom Seaborn

                $20,000

                ↓ Price Drop

                Seattle, WA 98109 | Private Seller

                1956 Vic Franck Custom Seaborn
                • 1996 Hinckley Sou'wester 42 MKII

                  $289,000

                  Southwest Harbor, ME 04679 | Hinckley Yacht Brokerage

                  1996 Hinckley Sou'wester 42 MKII

                  2006 Hunter 38

                  $47,000

                  ↓ Price Drop

                  $406/mo*

                  Highland Beach, FL 33487 | McNally Yacht Sales

                  2006 Hunter 38
                  • 1998 Beneteau Oceanis 50

                    $149,000

                    Lantana, FL 33462 | United Yacht Sales - Florida SE Coast

                    1998 Beneteau Oceanis 50
                    • 1980 Kaiser Gale Force 34

                      $59,900

                      Dartmouth, MA 02748 | Mattapoisett Yacht Sales

                      1980 Kaiser Gale Force 34

                      1979 Schucker 436 Motorsailor

                      $60,000

                      Charleston, SC 29492 | United Yacht Sales

                      1979 Schucker 436 Motorsailor
                      • 1972 Bristol 40

                        $39,500

                        Belmont, ME 04952 | Sailboats Northeast

                        1972 Bristol 40

                        1969 Allied Greenwich 24

                        $3,700

                        Harborside, ME 04642 | Metinic Yacht Brokers

                        1969 Allied Greenwich 24

                        1985 Custom 60

                        $190,000

                        West Palm Beach, FL 33407 | McNally Yacht Sales

                        1985 Custom 60
                        • 1964 Concordia 39

                          $120,000

                          South Dartmouth, MA 02748 | Concordia Yacht Sales

                          1964 Concordia 39
                          • 2000 Crowther Catamaran

                            $80,900

                            Dighton, MA 02715 | The Multihull Source

                            2000 Crowther Catamaran
                            • 2003 Leopard 47

                              $210,000

                              Fajardo, PR 00773 | The Multihull Company

                              2003 Leopard 47
                              • 2001 Dragonfly 1200

                                $220,000

                                Culebra, PR | The Multihull Source

                                2001 Dragonfly 1200

                                1999 Island Packet 45

                                $170,900

                                ↓ Price Drop

                                Port Charlotte, FL 33981 | CJ Yacht Sales

                                1999 Island Packet 45
                                • 1996 Custom John Alden Malabar II

                                  $150,000

                                  Camden, ME 04843 | Lyman-Morse Yacht Brokerage

                                  1996 Custom John Alden Malabar II

                                  1982 Watkins 27 Pirate Ship!

                                  $4,999

                                  Washington, NC 27889 | McCotters Marina

                                  1982 Watkins 27 Pirate Ship!

                                  1983 Bluewater Vagabond 47

                                  $42,000

                                  ↓ Price Drop

                                  San Diego, CA 92106 | Yachtfinders Windseakers

                                  1983 Bluewater Vagabond 47
                                  • 2005 Lagoon 440

                                    $230,000

                                    Charleston, SC 29401 | The Multihull Company

                                    2005 Lagoon 440
                                    • 1971 Formosa 41

                                      $79,000

                                      Emeryville, CA 94608 | Rubicon Yachts

                                      1971 Formosa 41

                                      1976 Allied Seawind II

                                      $15,000

                                      ↓ Price Drop

                                      Tarpon Springs, FL 33617 | Private Seller

                                      1976 Allied Seawind II
                                      • 1983 Palmer Johnson 110 Cruising Sloop

                                        $2,250,000

                                        $16,604/mo*

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

                                        1983 Palmer Johnson 110 Cruising Sloop
                                        Dealer Logo
                                        • 2007 Perini Navi 52M

                                          $19,500,000

                                          $143,898/mo*

                                          Savannah, GA 31401 | Northrop and Johnson (Monaco)

                                          2007 Perini Navi 52M
                                          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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