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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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291 more Makes...
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    2,202 boats
    Sort: Recommended
    • Recommended
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      1998 Custom Kelly Archer

      $1,290,000

      $9,610/mo*

      Palm Beach, FL 33401 | Denison Yachting

      1998 Custom Kelly Archer
      Dealer Logo

      2004 Ta Chiao Custom Pilothouse Cutter

      Request a Price

      Newport, RI 02840 | Northrop & Johnson Yachts-Ships LLC

      2004 Ta Chiao Custom Pilothouse Cutter
      Dealer Logo

      2027 Gunboat 80

      Request a Price

      Fort Lauderdale, FL | Denison Yachting

      2027 Gunboat 80
      Dealer Logo

      2001 Beneteau First 47.7

      $125,000

      Charleston, SC 29401 | Engel Volkers Yachting Americas

      2001 Beneteau First 47.7
      • 1984 Catalina 36

        $32,500

        San Diego, CA 92101 | California Yacht Sales, Inc.

        1984 Catalina 36
        • 1998 Beneteau Oceanis 50

          $149,000

          Lake Worth Beach, FL 33462 | United Yacht Sales - Florida SE Coast

          1998 Beneteau Oceanis 50

          1984 Catalina 36

          $23,500

          ↓ Price Drop

          San Diego, CA 92101 | California Yacht Sales, Inc.

          1984 Catalina 36
          • 1986 Cape Dory Motorsailer 300

            $39,000

            LaPointe, WI 54850 | Big Water Boats

            1986 Cape Dory Motorsailer 300
            • 1987 Hunter Legend 35

              $19,500

              Melbourne, FL 32901 | Private Seller

              1987 Hunter Legend 35
              • 2006 Jeanneau Sun Odyssey 49 DS

                $145,000

                $1,080/mo*

                Marina Puerto Del Rey, PR | Atlas Yacht Sales, LLC

                2006 Jeanneau Sun Odyssey 49 DS

                2004 Beneteau Oceanis 473

                $185,000

                ↓ Price Drop

                Titusville, FL 32796 | Edwards Yacht Sales

                2004 Beneteau Oceanis 473

                1979 Schucker 436 Motorsailor

                $55,000

                ↓ Price Drop

                Charleston-Daniel Island Yacht Club , SC 29492 | Private Seller

                1979 Schucker 436 Motorsailor
                • 1997 Hunter Passage 42

                  $77,500

                  Fort Lauderdale, FL 33301 | Private Seller

                  1997 Hunter Passage 42
                  • 2005 Lagoon 440

                    $230,000

                    $1,713/mo*

                    Saco, ME 04072 | The Multihull Company

                    2005 Lagoon 440

                    2000 Taswell 44 All Season

                    $295,000

                    Brunswick, GA 31520 | Engel Volkers Yachting Americas

                    2000 Taswell 44 All Season
                    • 1981 Sam Crocker 286

                      $17,500

                      New Harbor, ME 04554 | Private Seller

                      1981 Sam Crocker 286

                      1989 Custom Schooner Liveaboard

                      $165,900

                      ↓ Price Drop

                      Shady Side, MD 20778 | YachtSalesInternational.Com

                      1989 Custom Schooner Liveaboard
                      • 1979 Bristol 29.9

                        $16,500

                        Annapolis, MD 21409 | Private Seller

                        1979 Bristol 29.9
                        • 1991 Catalina 30 MkII

                          $19,500

                          Savannah, GA 31419 | Private Seller

                          1991 Catalina 30 MkII

                          1977 Custom 80 Brigantine

                          $998,000

                          ↓ Price Drop

                          Long Beach, CA 90802 | Rick Obey Yacht Sales

                          1977 Custom 80 Brigantine
                          • 2004 PCI Gemini 105mc

                            $83,000

                            Kemah, TX 77565 | Private Seller

                            2004 PCI Gemini 105mc
                            • 2022 Fountaine Pajot Astrea 42

                              $629,000

                              $4,686/mo*

                              Annapolis, MD 21403 | ACY Yachts

                              2022 Fountaine Pajot Astrea 42
                              • 1965 Alberg 35

                                $22,500

                                Coronado, CA 92118 | Private Seller

                                1965 Alberg 35

                                1988 Island Packet 38

                                $99,000

                                St Marys, GA 31558 | Engel Volkers Yachting Americas

                                1988 Island Packet 38
                                • 1983 Baba 30

                                  $25,000

                                  Waukegan, IL 60085 | Private Seller

                                  1983 Baba 30
                                  • 2008 Hanse 470e

                                    $190,000

                                    $1,415/mo*

                                    Glen Cove, NY 11542 | McMichael Yacht Brokers LTD.

                                    2008 Hanse 470e

                                    2025 Catalina 426

                                    $554,450

                                    $4,131/mo*

                                    Fort Lauderdale, FL 33316 | Atlas Yacht Sales, LLC

                                    2025 Catalina 426
                                    • 2010 Gemini 105Mc

                                      $130,000

                                      $968/mo*

                                      East End, VI 00820 | The Multihull Company

                                      2010 Gemini 105Mc

                                      1955 Classic Custom Full Keel Ketch

                                      $45,000

                                      Galesville, MD 20765 | North Point Yacht Sales

                                      1955 Classic Custom Full Keel Ketch

                                      1993 Crowther 42

                                      $129,000

                                      Pensacola, FL 32501 | Edwards Yacht Sales

                                      1993 Crowther 42

                                      1999 PDQ 36

                                      $99,900

                                      Brunswick, GA 31520 | Dunbar Yachts

                                      1999 PDQ 36
                                      • 1992 Hans Christian 33 Traditional

                                        $125,900

                                        Northport, ME 04849 | Private Seller

                                        1992 Hans Christian 33 Traditional
                                        • 1979 Custom Colvin Gazelle

                                          $75,000

                                          Baltimore, MD 21230 | Private Seller

                                          1979 Custom Colvin Gazelle
                                          • 2002 Chris White Hammerhead 54

                                            $550,000

                                            North Haven, ME 04853 | Private Seller

                                            2002 Chris White Hammerhead 54
                                            • 2011 Alia Yachts Warwick 82 LK

                                              $1,995,000

                                              $14,862/mo*

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

                                              2011 Alia Yachts Warwick 82 LK
                                              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
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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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